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279 Result(s)
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Chapter
Camps quinoline synthesis
Base-catalyzed intramolecular condensation of a 2-acetamido acetophenone (1) to a 2-(and possibly 3)-substituted-quinolin-4-ol (2), a 4-(and possibly 3)-substitutedquinolin-2-ol (3), or a mixture.
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Nenitzescu indole synthesis
5-Hydroxylindole from condensation of p-benzoquinone and β-aminocrotonate.
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Gewald aminothiophene synthesis
Base-promoted aminothiophene formation from ketone, αa-active methylene nitrile and elemental sulfur.
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Strecker amino acid synthesis
Sodium cyanide-promoted condensation of aldehyde, or ketone, with amine to afford α-amino nitrile, which may be hydrolyzed to α-amino acid.
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Tebbe’s reagent
The Tebbe’s reagent, μ-chlorobis(cyclopentadienyl)(dimethylaluminium)- μmethylenetitanium, transforms a carbonyl compound to the corresponding exoolefin.
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Dieckmann condensation
The Dieckmann condensation is the intramolecular version of the Claisen condensation.
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Doebner quinoline synthesis
Three-component coupling of an aniline, pyruvic acid, and an aldehyde to provide a quinoline-4-carboxylic acid.
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Barton radical decarboxylation
Radical decarboxylation via the corresponding thiocarbonyl derivatives of the carboxylic acids.
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Lawesson’s reagent
2,4-Bis(4-methoxyphenyl)-1,3-dithiadiphosphetane-2,4-disulfide transforms the carbonyl groups of aldehydes, ketones, amides, lactams, esters and lactones into the corresponding thiocarbonyl compounds. Cf. Knorr t...
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Reissert indole synthesis
The Reissert indole synthesis involves base-catalyzed condensation of an onitrotoluene derivative with an ethyl oxalate, which is followed by reductive cyclization to an indole-2-carboxylic acid derivative.
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Robinson–Gabriel synthesis
Cyclodehydration of 2-acylamidoketones to give 2,5-di- and 2,4,5-trialkyl, aryl, heteroaryl-, and aralkyloxazoles.
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Allan–Robinson reaction
Synthesis of flavones or isoflavones by the treatment of of o-hydroxyaryl ketones with aromatic aldehydes. Cf. Kostanecki reaction on page 322.
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Carroll rearrangement
Thermal rearrangement of β-ketoesters followed by decarboxylation to yield γunsaturated ketonesvia anion-assisted Claisen rearrangement. It is a variant of the Claisen rearrangement (page 117).
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Chapman rearrangement
Thermal aryl rearrangement of O-aryliminoethers to amides.
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Nysted reagent
The Nysted reagent, cyclo-dibromodi-з -methylene(з-tetrahydrofuran)trizinc, is used for the olefination of keton%-s and aldehydes.
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Gassman indole synthesis
The Gassman indole synthesis involves a one-pot process in which a hypohalite, a β-carbonyl sulfide derivative, and a base are added sequentially to an aniline or a substituted aniline to provide 3-thioalkoxyi...
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Gomberg–Bachmann reaction
Base-promoted radical coupling between an aryl diazonium salt and an arene to form a diaryl compound.
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Thorpe–Ziegler reaction
The intramolecular version of the Thorpe reaction, which is base-catalyzed self-condensation of nitriles to yield imines that tautomerize to enamine.
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Dötz reaction
Cr(CO)3-coordinated hydroquinone from vinylic alkoxy pentacarbonyl chromium carbene (Fischer carbene) complex and alkynes.
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Barton nitrite photolysis
Photolysis of a nitrite ester to a γ-oximino alcohol.