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Studies on isocyanides and related compounds. Synthesis of furan derivatives and their transformation into indole derivatives

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The intramolecular Knoevenagel condensation of N-cyclohexyl 3-aryl-2-(2-nitrophenyl)acetoxy-3-oxopropionamides as discussed by the authors obtained from arylglyoxals 2 and cyclohexynyl isocyanide (3) afforded N-Cyclehexyl (Z)-3-aryl -2-hydroxy-3-(2,3-dihydro-2-oxoindol-3 -ylidene)propionamide 8 probably via
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The Passerini Reaction

TL;DR: The classic Passerini reaction is one of the oldest multicomponent reactions and is the first based on isocyanides to be discovered as mentioned in this paper, however, it does not react with carbonyl compounds in the absence of an acid.
Journal ArticleDOI

Synthetic Applications of Passerini Reaction

TL;DR: The aim of this review is to provide an overview of synthetic applications of Passerini reaction in organic synthesis, the total synthesis of natural products, synthesis of polycyclics, macrocycles, heterocycles and pharmaceutical industry for the synthesis of drug-like compounds.
Journal ArticleDOI

1,4-thiazepines, 1,4-benzothiazepin-5-ones, and 1,4-benzothioxepin orthoamides via multicomponent reactions of isocyanides.

TL;DR: The intramolecular Ugi four-component condensation between 6-oxo-4-thiacarboxylic acids, benzylamines, and cyclohexyl isocyanide gave hexahydro-1, 4-thiazepin-5-ones and 1,4-benzothiazep in some cases with high stereoselectivity.
Journal ArticleDOI

Synthesis of indole derivatives via isocyanides.

TL;DR: Fast and convenient approaches to the indole nucleus from isocyanides are reviewed as a means for the tailored preparation of conveniently functionalized indoles by using the unique reactivity of isOCyanides in one-pot multicomponent and cascade reactions.
Journal ArticleDOI

Palladium-catalyzed domino N-arylation/carbopalladation/C-H functionalization: three-component synthesis of 3-(diarylmethylene)oxindoles

TL;DR: In this paper, a palladium-catalyzed 3-component synthesis of 3-diarylmethylene-indolin-2-ones was developed, which allowed the construction of 1 C-N bond and 2 C-C bonds by way of three distinct catalytic cycles.
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A Facile Synthesis of β-Lactams Based on the Isocyanide Chemistry

TL;DR: The reaction between (E )-cinnamaldehyde (1), chloroacetic acid (2), cyclohexyl isocyanide (3), and amines 4 afforded the expected Ugi 4-CC products as discussed by the authors.
Journal ArticleDOI

Studies on Isocyanides and Related Compounds: A Novel Synthetic Route to Furan Derivatives

TL;DR: The Passerini reaction between arylglyoxals, isocyanides, and cyanoacetic acid affords N-substituted 3-aryl-2-cyanoacetoxy-3-oxopropionamides.
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