Solid-Phase Methods for the Microwave-Assisted Synthesis of Heterocycles

  • Chapter
  • First Online:
Microwave-Assisted Synthesis of Heterocycles

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 1))

Abstract

Current microwave-assisted protocols for reaction on solid-phase and soluble supports are critically reviewed. The compatibility of commercially available polymer supports with the relatively harsh conditions of microwave heating and the possibilities for reaction monitoring are discussed. Instrumentation available for microwave-assisted solid-phase chemistry is presented. This review also summarizes the recent applications of controlled microwave heating to solid-phase and SPOT-chemistry, as well as to synthesis on soluble polymers, fluorous phases and functional ionic liquid supports. The presented examples indicate that the combination of microwave dielectric heating with solid- or soluble-polymer supported chemistry techniques provides significant enhancements both at the level of reaction rate and ease of purification compared to conventional procedures.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Similar content being viewed by others

References

  1. Merrifield RB (1963) J Am Chem Soc 85:2149

    Article  CAS  Google Scholar 

  2. Merrifield RB (1986) Science 232:341

    Article  CAS  Google Scholar 

  3. Houghten RA, Pinilla C, Appel JR, Blondelle SE, Dooley CT, Eichler J, Nefzi A, Ostresh JM (1999) J Med Chem 42:3743

    Article  CAS  Google Scholar 

  4. Furka A, Sebestyen F, Asgedom M, Dibo G Int (1991) J Peptide Protein Res 37:487

    Article  CAS  Google Scholar 

  5. Breakthrough of the year (1998) Science 282:2156

    Google Scholar 

  6. Bailing L, Songjun L, Jie H (2004) Am J Pharmacogenomics 4:263

    Article  Google Scholar 

  7. Archer JR (2004) Assay and Drug Dev Technol 2:675

    Article  CAS  Google Scholar 

  8. Zaragoza Dorwald F (2000) Organic Synthesis on Solid Phase. Wiley, Germany

    Google Scholar 

  9. Dolle RE (2002) Handbook of Combinatorial Chemistry 2:643

    CAS  Google Scholar 

  10. Krchnak V, Holladay MW (2002) Chem Rev 102:61

    Article  CAS  Google Scholar 

  11. Gelens E, Koot WJ, Menge WMPB, Ottenheijm HCJ, Timmerman H (2003) Combinator Chem & High Throughput Screening 6:79

    CAS  Google Scholar 

  12. Marx V (2005) C & EN 83:17

    Google Scholar 

  13. Brase S (2004) Acc Chem Res 37:805

    Article  CAS  Google Scholar 

  14. Kappe CO (2001) Am Lab 33:13

    CAS  Google Scholar 

  15. Keifer PA, Baltusis L, Rice DM, Tymiak AA, Shoolery JN (1996) J Magn Resonance Series A 119:65

    Article  CAS  Google Scholar 

  16. Stranix BR, Gao JP, Barghi R, Salha J, Darling GD (1997) J Org Chem 62:8987

    Article  CAS  Google Scholar 

  17. Enjalbal C, Maux D, Subra G, Martinez J, Combarieu R, Aubagnac JL (1999) Tetrahedron Lett 40:6217

    Article  CAS  Google Scholar 

  18. Fitzgerald MS, Harris K, Shevlin CG, Siuzdak G (1997) Bioorg Med Chem Lett 38:6331

    Google Scholar 

  19. Kaiser E, Colescott RL, Bossinger CD, Cook PI (1970) Anal Biochem 34:595

    Article  CAS  Google Scholar 

  20. Kuisle O, Quinoa E, Riguera R (1999) Tetrahedron Lett 40:1203

    Article  CAS  Google Scholar 

  21. Ellman GL (1959) Arch Biochem Biophys 82:70

    Article  CAS  Google Scholar 

  22. Christensen T (1979) Acta Chem Scand 63:763

    Article  Google Scholar 

  23. Wang S (1975) J Org Chem 40:1235

    Article  CAS  Google Scholar 

  24. Kappe CO (2004) Angew Chem Int Ed 43:6250

    Article  CAS  Google Scholar 

  25. Larhed M, Hallberg A (2001) Drug Discovery Today 6:406

    Article  CAS  Google Scholar 

  26. Lidstrom P, Tierney J, Wathey B, Westman J (2001) Tetrahedron 57:9225

    Article  CAS  Google Scholar 

  27. Perreux L, Loupy A (2001) Tetrahedron 57:9199

    Article  CAS  Google Scholar 

  28. Mavandadi F, Lidstrom P (2004) Curr Top Med Chem 4:773

    Article  CAS  Google Scholar 

  29. Kappe CO (2002) Curr Opin Chem Biol 6:314

    Article  CAS  Google Scholar 

  30. Lew A, Krutzik PO, Hart ME, Chamberlin AR (2002) J Comb Chem 4:95

    Article  CAS  Google Scholar 

  31. Al Obeidi F, Austin RE, Okonya JF, Bond DRS (2003) Mini Rev Med Chem 3:449

    Article  CAS  Google Scholar 

  32. Loupy A (2002) Microwaves in Organic Synthesis. Wiley, Weinheim, Germany

    Book  Google Scholar 

  33. de la Hoz A, Diaz-Ortiz A, Moreno A (2005) Chem Soc Rev 34:164

    Article  CAS  Google Scholar 

  34. Lidstrom P (2003) Personally Speaking 2:11

    Google Scholar 

  35. Caddick S (1995) Tetrahedron 51:10403

    Article  CAS  Google Scholar 

  36. Yu HM, Chen S-T, Wang KT (1992) J Org Chem 57:4781

    Article  CAS  Google Scholar 

  37. Erdélyi M, Gogoll A (2002) Synthesis 11:1592

    Google Scholar 

  38. Stadler A, Kappe CO (2001) Tetrahedron 57:3915

    Article  CAS  Google Scholar 

  39. Finaru A, Berteina-Raboin S, Besson T, Guillaumet G (2003) Revista de Chimie 54:895

    CAS  Google Scholar 

  40. Collins M, Lambert JJ, Collins MJ (2004) (Cem Corporation USA) US Pat Appl Publ 260059

    Google Scholar 

  41. Santagada V, Fiorino F, Perissutti E, Severino B, De Filippis V, Vivenzio B, Caliendo G (2001) Tetrahedron Lett 42:5171

    Article  CAS  Google Scholar 

  42. Murray JK, Gellman SH (2005) Org Lett 7:1517

    Article  CAS  Google Scholar 

  43. Lindquist C, Tedebark U, Ersoy O, Somfai P (2003) Synth Commun 33:2257

    Article  CAS  Google Scholar 

  44. Ferguson JD (2003) Mol Diversity 7:281

    Article  CAS  Google Scholar 

  45. Lebl M (1998) Biopolymers 47:397

    Article  CAS  Google Scholar 

  46. Blackburn C (1998) Biopolymers 47:311

    Article  CAS  Google Scholar 

  47. Labadie JW (1998) Curr Opin Chem Biol 2:346

    Article  CAS  Google Scholar 

  48. Pickup S, Blum FD, Ford WT, Perysasami M (1986) J Am Chem Soc 108:3987

    Article  CAS  Google Scholar 

  49. Erdélyi M, Gogoll A (2003) J Org Chem 68:6431

    Article  CAS  Google Scholar 

  50. Stadler A, Kappe CO (2001) Eur J Org Chem 919

    Google Scholar 

  51. Weigand K, Pelka S (2003) Mol Diversity 7:181

    Article  CAS  Google Scholar 

  52. Combs A, Saubern S, Rafalski M, Lam PY S (1999) Tetrahedron Lett 40:1623

    Article  CAS  Google Scholar 

  53. Bengtson A, Hallberg A, Larhed M (2002) Org Lett 4:1231

    Article  CAS  Google Scholar 

  54. Dai W-M, Guo D-S, Sun L-P, Huang X-H (2003) Org Lett 5:2919

    Article  CAS  Google Scholar 

  55. Finaru A, Berthault A, Besson T, Guillaumet G, Berteina-Raboin S (2002) Org Lett 4:2613

    Article  CAS  Google Scholar 

  56. Frutos Hoener AP, Henkel B, Gauvin J-C (2003) Synlett 1:63

    Google Scholar 

  57. Perez P, Beryozkina T, Zbruyev OI, Haas W, Kappe CO (2002) J Comb Chem 4:501

    Article  CAS  Google Scholar 

  58. Strohmeier GA, Kappe CO (2002) J Comb Chem 4:154

    Article  CAS  Google Scholar 

  59. Gong Y-D, Sohn H-Y, Kurth MJ (1998) J Org Chem 63:4854

    Article  CAS  Google Scholar 

  60. Martin B, Sekljic H, Chassaing C (2003) Org Lett 5:1851

    Article  CAS  Google Scholar 

  61. Westman J, Lundin R (2003) Synthesis 7:1025

    Article  Google Scholar 

  62. Austin RE, Okonya JF, Bond DRS, Al-Obeidi F (2002) Tetrahedron Lett 43:6169

    Article  CAS  Google Scholar 

  63. Schobert R, Jagusch C (2003) Tetrahedron Lett 44:6449

    Article  CAS  Google Scholar 

  64. Henkel B (2004) Tetrahedron Lett 45:2219

    Article  CAS  Google Scholar 

  65. Grieco P, Campiglia P, Gomez-Monterrey I, Lama T, Novellino E (2003) Synlett 2216

    Google Scholar 

  66. Weik S, Rademann J (2003) Angew Chem Int Ed 42:2491

    Article  CAS  Google Scholar 

  67. Miles SM, Leatherbarrow RJ, Marsden SP, Coates WJ (2004) Org Biomol Chem 2:281

    Article  CAS  Google Scholar 

  68. Kaval N, Van der Eycken J, Caroen J, Dehaen W, Strohmeier GA, Kappe CO, Van der Eycken E (2003) J Comb Chem 5:560

    Article  CAS  Google Scholar 

  69. Murray JK, Farooqi B, Sadowsky JD, Scalf M, Freund WA, Smith LM, Chen J, Gellman SH (2005) J Am Chem Soc 127:13271

    Article  CAS  Google Scholar 

  70. Blackwell HE, Pérez L, Stavenger RA, Tallarico JA, Eatough EC, Foley MA, Schreiber SL (2001) Chem Biol 8:1167

    Article  CAS  Google Scholar 

  71. Li W, **ao X, Czarnik AW (1999) J Comb Chem 1:127

    Article  CAS  Google Scholar 

  72. Groth T, Grøtli M, Meldal M (2001) J Comb Chem 3:461

    Article  CAS  Google Scholar 

  73. Yan B, Tang Q (2003) Ind Eng Chem Res 42:5964

    Article  CAS  Google Scholar 

  74. Stavenger RA, Schreiber SL (2001) Angew Chem Int Ed 40:3417

    Article  CAS  Google Scholar 

  75. Clapham B, Lee S-H, Koch G, Zimmermann J, Janda KD (2002) Tetrahedron Lett 43:5407

    Article  CAS  Google Scholar 

  76. Sherrington DC (1998) Chem Comm 2275

    Google Scholar 

  77. Hutchins SM, Chapman KT (1996) Tetrahedron Lett 37:4869

    Article  CAS  Google Scholar 

  78. Yaylayan VA, Siu M, Belanger JMR, Pare JRJ (2002) Tetrahedron Lett 43:9023

    Article  CAS  Google Scholar 

  79. Larhed M, Lindeberg G, Hallberg A (1996) Tetrahedron Lett 37:8219

    Article  CAS  Google Scholar 

  80. Alterman M, Hallberg A (2000) J Org Chem 65:7984

    Article  CAS  Google Scholar 

  81. Kaiser N-F, Bremberg U, Larhed M, Moberg C, Hallberg A (2000) Angew Chem Int Ed 39:3596

    Article  Google Scholar 

  82. Hoel AML, Nielsen J (1999) Tetrahedron Lett 40:3941

    Article  CAS  Google Scholar 

  83. Atherton E, Brown E, Sheppard RC, Rosevear A (1981) J Chem Soc Chem Comm 1151

    Google Scholar 

  84. Small PW, Sherrington DC (1989) J Chem Soc Chem Comm 1589

    Google Scholar 

  85. Adinolfi M, Barone G, De Naploi L, Iadonisi A, Piccialli G (1998) Tetrahedron Lett 39:1953

    Article  CAS  Google Scholar 

  86. Labadie JW, Porco JA Jr (1997) Gooding OW, WO Patent 059727226 A2. Argonaut Technologies, San Leonadro, CA

    Google Scholar 

  87. Yates AA, Jones MO, Clarke CE, Powell AK, Johnson SR, Porch A, Edwards PP, Turnbull JE (2003) J Mater Chem 13:2061

    Article  CAS  Google Scholar 

  88. Atherton E, Clive DLJ, Sheppard RC (1975) J Am Chem Soc 97:6584

    Article  CAS  Google Scholar 

  89. Arshady R, Atherton E, Clive DL, Sheppard RC (1981) J Chem Soc Perkin Trans 1:529

    Article  Google Scholar 

  90. Stahl GL, Walter R, Smith CW (1979) J Am Chem Soc 101:5383

    Article  CAS  Google Scholar 

  91. Merrifield B (1995) In: Gutte B (ed) Peptides, Synthesis Structures and Applications. Academic, London

    Google Scholar 

  92. Scharn D, Wenschuh H, Reineke U, Schneider-Mergener J, Germeroth L (2000) J Comb Chem 2:361

    Article  CAS  Google Scholar 

  93. Scharn D, Germeroth L, Schneider-Mergener J, Wenschuh H (2001) J Org Chem 66:507

    Article  CAS  Google Scholar 

  94. Bowman MD, Jeske RC, Blackwell HE (2004) Org Lett 6:2019

    Article  CAS  Google Scholar 

  95. De Luca L, Giacomelli G, Porcheddu A, Salaris M, Taddei M (2003) J Comb Chem 5:465

    Article  CAS  Google Scholar 

  96. Dorwald FZ (2000) Organic Synthesis Supports Linkers Reactions. Wiley, Weinheim, Germany

    Google Scholar 

  97. Seneci P (2000) Solid-Phase Organic Synthesis and Combinatorial Technologies. Wiley, New York

    Book  Google Scholar 

  98. Toy PH, Janda KD (2000) Acc Chem Res 33:546

    Article  CAS  Google Scholar 

  99. Gravert DJ, Janda KJ (1997) Chem Rev 97:489

    Article  CAS  Google Scholar 

  100. Shey JY, Sun CM (1998) Synlett 1423

    Google Scholar 

  101. Park WKC, Auer M, Jaksche H, Wong CH (1996) J Am Chem Soc 118:10150

    Article  CAS  Google Scholar 

  102. Chen S, Janda KD (1997) J Am Chem Soc 119:8724

    Article  CAS  Google Scholar 

  103. Far AR, Tidwell TT (1998) J Org Chem 63:8636

    Article  CAS  Google Scholar 

  104. Molteni V, Annunziata R, Cinquini M, Cozzi F, Benaglia M (1998) Tetrahedron Lett 39:1257

    Article  CAS  Google Scholar 

  105. Yoon J, Cho CW, Han H, Janda KD (1998) J Chem Soc Chem Commun 2703

    Google Scholar 

  106. Mutter M, Uhmann R, Bayer E (1975) Liebigs Ann Chem 901

    Google Scholar 

  107. Douglas SP, Whitfield DM, Krepinsky JJ (1995) J Am Chem Soc 117:2116

    Article  CAS  Google Scholar 

  108. Lin M-J, Sun C-M (2003) Tetrahedron Lett 44:8739

    Article  CAS  Google Scholar 

  109. Yeh W-B, Lin M-J, Lee M-J, Sun C-M (2003) Mol Diversity 7:185

    Article  CAS  Google Scholar 

  110. Bendale PM, Sun C-M (2002) J Comb Chem 4:359

    Article  CAS  Google Scholar 

  111. Wu C-Y, Sun C-M (2002) Synlett 1709

    Google Scholar 

  112. Chang W-J, Yeh W-B, Sun C-M (2003) Synlett 1688

    Google Scholar 

  113. Yeh W-B, Sun C-M (2004) J Comb Chem 6:279

    Article  CAS  Google Scholar 

  114. Tung C-L, Sun C-M (2004) Tetrahedron Lett 45:1159

    Article  CAS  Google Scholar 

  115. Lee M-J, Sun C-M (2004) Tetrahedron Lett 45:437

    Article  CAS  Google Scholar 

  116. Blettner CG, Kunig WA, Stenzel W, Schotten T (1999) J Org Chem 64:3885

    Article  CAS  Google Scholar 

  117. Vanden Eynde JJ, Rutot D (1999) Tetrahedron 55:2687

    Article  Google Scholar 

  118. Sauvagnat B, Lamaty F, Lazaro R, Martinez J (2000) Tetrahedron Lett 41:6371

    Article  CAS  Google Scholar 

  119. **a M, Wang Y-G (2002) J ChemRes Synop 173

    Google Scholar 

  120. **a M, Wang Y-G (2002) Tetrahedron Lett 43:7703

    Article  CAS  Google Scholar 

  121. **a M, Wang Y-G (2003) Synthesis 262

    Google Scholar 

  122. Porcheddu A, Ruda GF, Sega A, Taddei M (2003) Eur J Org Chem 907

    Google Scholar 

  123. Andreatta RH, Rink H (1973) Helv Chim Acta 56:1205

    Article  CAS  Google Scholar 

  124. Hayatsu H, Khorana HG (1967) J Am Chem Soc 89:3880

    Article  CAS  Google Scholar 

  125. Chen S, Janda KD (1997) J Am Chem Soc 119:8724

    Article  CAS  Google Scholar 

  126. Cramer F, Helbig R, Hettler H, Scheit KH, Seliger H (1966) Angew Chem 78:640

    Article  CAS  Google Scholar 

  127. Larhed M, Hoshino M, Hadida S, Curran DP, Hallberg A (1997) J Org Chem 62:5583

    Article  CAS  Google Scholar 

  128. Olofsson K, Kim S-Y, Larhed M, Curran DP, Hallberg A (1999) J Org Chem 64:4539

    Article  CAS  Google Scholar 

  129. Werner S, Curran DP (2003) Org Lett 5:3293

    Article  CAS  Google Scholar 

  130. Zhang W (2003) Tetrahedron 59:4475

    Article  CAS  Google Scholar 

  131. Zhang W, Lu Y, Chen CHT (2003) Mol Diversity 7:199

    Article  CAS  Google Scholar 

  132. Zhang W, Chen CHT, Lu Y, Nagashima T (2004) Org Lett 6:1473

    Article  CAS  Google Scholar 

  133. Vallin KSA, Zhang Q, Larhed M, Curran DP, Hallberg A (2003) J Org Chem 68:6639

    Article  CAS  Google Scholar 

  134. Werner S, Curran DP (2003) Org Lett 5:3293

    Article  CAS  Google Scholar 

  135. Lei X, Porco JA (2004) Org Lett 6:795

    Article  CAS  Google Scholar 

  136. Olofsson K, Kim S-Y, Larhed M, Curran DP, Hallberg A (1999) J Org Chem 64:4539

    Article  CAS  Google Scholar 

  137. Fraga-Dubreuil J, Bazureau JP (2003) Tetrahedron 59:6121

    Article  CAS  Google Scholar 

  138. Hakkou H, Eynde JJV, Hamelin J, Bazureau JP (2004) Tetrahedron 60:3745

    Article  CAS  Google Scholar 

  139. Stadler A, Kappe CO (2001) Eur J Org Chem 919

    Google Scholar 

  140. Frenette R, Friesen RW (1994) Tetrahedron Lett 35:9177

    Article  CAS  Google Scholar 

  141. Tortolani DR, Biller SA (1996) Tetrahedron Lett 37:5687

    Article  CAS  Google Scholar 

  142. Collini MD, Ellingboe JW (1997) Tetrahedron Lett 38:7963

    Article  CAS  Google Scholar 

  143. Chamoin S, Houldsworth S, Snieckus V (1998) Tetrahedron Lett 39:4175

    Article  CAS  Google Scholar 

  144. Stadler A, Kappe CO (2001) Tetrahedron 57:3915

    Article  CAS  Google Scholar 

  145. Strohmeier GA, Kappe CO (2002) J Comb Chem 4:154

    Article  CAS  Google Scholar 

  146. Erdélyi M (2002) Development of new mimetics for β-hairpins. Philosophy Licentiate Thesis. Uppsala University, Sweden

    Google Scholar 

  147. Gedye R, Smith F, Westaway K, Ali H, Baldisera L, Laberge L, Rousell J (1986) Tetrahedron Lett 27:279

    Article  CAS  Google Scholar 

  148. Giguere RJ, Bray TL, Duncan SM, Majetich G (1986) Tetrahedron Lett 27:4945

    Article  CAS  Google Scholar 

  149. Biotage AB, http://www.biotage.com , Kungsgatan 76, SE-753 18 Uppsala Sweden, phone: +46-18-565900, fax: +46-18-591922

  150. Johansson H (2001) Am Lab 33:28

    CAS  Google Scholar 

  151. Anton Paar, http://www.anton-paar.com , Anton-Paar-Str. 20, A-8054 Graz, Austria, phone: +43-316-257180, fax: +43-316-2579180

  152. Stadler A, Yousefi BH, Dallinger D, Walla P, Van der Eycken E, Kaval N, Kappe CO (2003) Org Proc Res Dev 7:707

    Article  CAS  Google Scholar 

  153. CEM Corporation, http://www.cemsynthesis.com , PO Box 200, Matthews, NC 28104-5044, USA, phone: +1-800-7263331, fax: +1-704-8217894

  154. Coleman CM, MacElroy JMD, Gallagher JF, O'Shea DF (2002) J Comb Chem 4:87

    Article  CAS  Google Scholar 

  155. Glass BM, Combs AP (2001) In: Sucholeiki I (ed) High-Throughput Synthesis. Principles and Practices. Marcel Dekker, New York

    Google Scholar 

  156. Murray JK, Gellman SH (2006) J Comb Chem, in press

    Google Scholar 

  157. Milestone Inc, http://www.milestonesci.com , 160B Shelton Road, Monroe, CT 06468, USA, phone: +1-203-2616175, fax: +1-203-2616592

  158. Giacomelli G, De Luca L, Porcheddu A (2003) Tetrahedron 59:5437

    Article  CAS  Google Scholar 

  159. Porcheddu A, Giacomelli G, De Luca L, Ruda AM (2004) J Comb Chem 6:105

    Article  CAS  Google Scholar 

  160. Gewald K (1961) Angew Chem 73:114

    Article  CAS  Google Scholar 

  161. Sabnis RW, Rangnekar DW, Sonawane ND (1999) J Heterocycl Chem 36:333

    Article  CAS  Google Scholar 

  162. Pinto IL, Jarvest RL, Serafinowska HT (1999) Tetrahedron Lett 41:1597

    Article  Google Scholar 

  163. Sibor J, Pazdera P (1996) Molecules 1:157

    CAS  Google Scholar 

  164. Shetty KSM, Somashekar V, Mohan S (2004) Asian J Chem 16:623

    CAS  Google Scholar 

  165. Zhang H, Yang G, Chen J, Chen Z (2004) Synthesis 18:3055

    Google Scholar 

  166. Zhang H, Yang G, Chen J, Chen Z (2004) J Chem Res 5:360

    Article  Google Scholar 

  167. Barn DR, Morphy JR (1999) J Comb Chem 1:151

    Article  CAS  Google Scholar 

  168. **ao Z, Schaefer K, Firestine S, Li P-K (2002) J Comb Chem 4:149

    Article  CAS  Google Scholar 

  169. Barchin BM, Cuadro AM, Alvarez-Builla J (2002) Synlett 2:343

    Article  Google Scholar 

  170. Vidal T, Petit A, Loupy A, Gedye RN (2000) Tetrahedron 56:5473

    Article  CAS  Google Scholar 

  171. Larhed M, Hallberg A (1996) J Org Chem 61:9582

    Article  CAS  Google Scholar 

  172. Kaiser NF, Hallberg A, Larhed M (2002) J Comb Chem 4:109

    Article  CAS  Google Scholar 

  173. Akamatsu H, Fukase K, Kusumoto S (2004) Synlett 1049

    Google Scholar 

  174. Frank R (1992) Tetrahedron 48:9217

    Article  CAS  Google Scholar 

  175. Gladysz JA, Curran DP (2002) Tetrahedron 58:3823

    Article  CAS  Google Scholar 

  176. Zhang W, Chen CHT (2005) Tetrahedron Lett 46:1807

    Article  CAS  Google Scholar 

  177. Nagashima T, Zhang W (2004) J Comb Chem 6:942

    Article  CAS  Google Scholar 

  178. Manku S, Curran DP (2005) J Org Chem 70:4470

    Article  CAS  Google Scholar 

  179. Zhang W, Tempest P (2004) Tetrahedron Lett 45:6757

    Article  CAS  Google Scholar 

  180. Tempest P, Ma V, Kelly MG, Jones W, Hulme C (2001) Tetrahedron Lett 42:4963

    Article  CAS  Google Scholar 

  181. Nixey T, Tempest P, Hulme C (2002) Tetrahedron Lett 43:1637

    Article  CAS  Google Scholar 

  182. Zhang W, Lu Y, Geib S (2005) Org Lett 7:2269

    Article  CAS  Google Scholar 

  183. Zhang W (2004) Chem Rev 104:2531

    Article  CAS  Google Scholar 

  184. Yi F, Peng W, Song G (2005) Tetrahedron Lett 46:3931

    Article  CAS  Google Scholar 

  185. Lin M-J, Sun C-M (2004) Synlett 4:663

    Google Scholar 

  186. Austin RE, Waldraff C, Al-Obeidi F (2005) Tetrahedron Lett 46:2873

    Article  CAS  Google Scholar 

  187. Kaval N, Dehaen W, Van der Eycken E (2005) J Comb Chem 7:90

    Article  CAS  Google Scholar 

  188. Deng Y, Hlasta DJ (2002) Org Lett 4:4017

    Article  CAS  Google Scholar 

  189. Larhed M, Lindeberg G, Hallberg A (1996) Tetrahedron Lett 37:8219

    Article  CAS  Google Scholar 

  190. Berthault A, Berteina-Raboin S, Finaru A, Guillaumet G (2004) QSAR Comb Sci 23:850

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Máté Erdélyi .

Editor information

Erik Van der Eycken C. Oliver Kappe

Rights and permissions

Reprints and permissions

About this chapter

Cite this chapter

Erdélyi, M. Solid-Phase Methods for the Microwave-Assisted Synthesis of Heterocycles. In: Van der Eycken, E., Kappe, C.O. (eds) Microwave-Assisted Synthesis of Heterocycles. Topics in Heterocyclic Chemistry, vol 1. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_001

Download citation

Publish with us

Policies and ethics

Navigation