Reactions of 7-hydroxy-2-methyl-8-formylisoflavone with 4-chloromethylcoumarins synthesized 8-(coumarin-4-yl)furo[2,3-h]chromones, which reacted with 2-bromoacetylbenzofuran to produce 8-(benzofuroyl)furo [2,3-h]chromone. Recyclization of the corresponding furochromones through the action of hydrazine hydrate gave 4-hydroxybenzofurans with pyrazole and coumarin or benzofuroyl substituents.
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References
S. D. Saker and L. Nahar, Prog. Chem. Org. Nat. Prod., 106, 241 (2017).
P. Proksch and E. Rodrigues, Phytochemistry, 22, 2335 (1983).
S.-F. Wu, F.-R. Chang, S.-Y. Wang, T.-L. Hwang, C.-L. Lee, S.-L. Chen, C.-C Wu, and Y.-C. Wu, J. Nat. Prod., 74, 989 (2011).
D. H. Choi, J. W. Hwang, H. S. Lee, D. M. Yang, and J.-G. Jun, Bull. Korean Chem. Soc., 29, 1594 (2008).
K. Chang, A. Hiremathad, M. Singh, M. A. Santos, and R. S. Keri, Pharmacol. Rep., 69 (2), 281 (2017).
M. Asif, J. Anal. Pharm. Res., 3 (2), 48 (2016).
M. K. Paul, M. P. Evangelin, V. Phanideep, M. J. Prakash, S. J. Suhana, and S. M. Babu, J. Pharmacogn. Phytochem., 8 (4), 287 (2019).
A. Radadiya and A. Shah, Eur. J. Med. Chem., 97, 356 (2015).
I. A. Khan and M. V. Kulrarni, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 38, 491 (1999)
M. Ghate and M. V. Kulrarni, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 44, 1674 (2005).
M. S. Frasinyuk, S. P. Bondarenko, and V. P. Khilya, Chem. Heterocycl. Compd., 45, 290 (2007).
D. B. Aruna Kumar, G. K. Prakash, M. N. Kumaraswamy, B. P. Nandeshwarappa, B. S. Sherigara, and K. M. Mahadevan, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 46, 336 (2007).
R. Sharma, I. S. Williams, L. Gatchie, V. R. Sonawane, B. Chaudhuri, and S. B. Bharate, Bioorg. Med. Chem., 26 (23–24), 6076 (2018).
M. S. Alam and D.-U. Lee, J. Korean Soc. Appl. Biol. Chem., 54, 725 (2011).
T. V. Shokol, N. V. Gorbulenko, M. S. Frasinyuk, and V. P. Khilya, Chem. Nat. Compd., 54, 1064 (2018).
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Translated from Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2020, pp. 911–913.
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Shokol, T.V., Gorbulenko, N.V., Frasinyuk, M.S. et al. Synthesis of Benzofurans Modified by Coumarin and Pyrazole Heterocycles. Chem Nat Compd 56, 1060–1063 (2020). https://doi.org/10.1007/s10600-020-03226-5
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DOI: https://doi.org/10.1007/s10600-020-03226-5