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A facile route to highly functionalized ketenimines

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TLDR
In this paper, a one-pot synthesis of highly functionalized ketenimines by reaction of alkyl isocyanides with dialkyl acetylenedicarboxylates in presence of 1,3-diphenylpropan-1, 3-dione is reported.
Abstract
A one-pot synthesis of highly functionalized ketenimines by reaction of alkyl isocyanides with dialkyl acetylenedicarboxylates in presence of 1,3-diphenylpropan-1,3-dione is reported.

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Citations
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In situ generation and protonation of the isocyanide/acetylene adduct: a powerful catalyst-free strategy for multicomponent synthesis of ketenimines, aza-dienes, and heterocycles

TL;DR: In this paper, the chemistry and applications of the isocyanide/acetylene adduct in multicomponent reaction conditions are discussed, focusing on the chemistry, applications, and reactions.
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Synthesis of functionalized 5-imino-2,5-dihydro-furans through the reaction of isocyanides with activated acetylenes in the presence of ethyl bromopyruvate

TL;DR: The reaction between alkyl(aryl) isocyanides and dibenzoylacetylene in the presence of ethyl bromopyruvate leads to ethyl 3,4-dibenzoysl-2-bromomethyl-5-tert-butylimino-2,5-dihydro-furan-2 carboxylates in high yields.
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The reaction of alkyl isocyanides and dialkylacetylene dicarboxylates with phthalic anhydride derivatives: a novel synthesis of γ-spiroiminolactones

TL;DR: In this article, the addition of alkyl isocyanides to dialkyl acetylenedicarboxylates in the presence of phthalic anhydride derivatives leading to highly functionalised γ-spiroiminolactones is reported.
Journal ArticleDOI

The status of isocyanide-based multi-component reactions in Iran (2010–2018)

TL;DR: The present review article covers literature from the period starting from 2010 onward and encompasses new synthetic routes and organic transformation involving isocyanides by Iranian researchers and emphasizes the neoteric applications of I-MCR for the synthesis of valuable peptide and pseudopeptide scaffolds, enzyme immobilization and functionalization of materials with tailorable properties that can play important roles in the plethora of applications.
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Three-component synthesis of functionalized 5-oxo-4,5-dihydroindeno[1,2-b]pyrans.

TL;DR: Protonation of the reactive intermediates produced in the reaction between alkyl(aryl) isocyanides and dialkyl acetylenedicarboxylates by indan-1,3-dione leads to vinylnitrilium cations, which undergo carbon centered Michael type addition with the conjugate base of the CH-acid to produce functionalized 5-oxo-4,5-dihydroindeno[1,2-b]p
References
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Book

Spectrometric identification of organic compounds

TL;DR: In this paper, a sequence of procedures for identifying an unknown organic liquid using mass, NMR, IR, and UV spectroscopy is presented, along with specific examples of unknowns and their spectra.
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From Isocyanides via Four-Component Condensations to Antibiotic Syntheses†‡

TL;DR: The four-component condensation of amines and carbonyl compounds with isocyanides11 and suitable acid components (water, thiosulfuric acid, hydrogen selenide, hydrogen azide, cyanic acid, thiocyanic acid and carboxylic acids, methyl hydrogen carbonate) to form α-amino acid derivatives was discovered in 1959 as discussed by the authors.
Journal ArticleDOI

Synthesis and Reactions of Ketenimines

TL;DR: Ketenimines R1R2CCNR3 were first reported in 1919, but the development of the chemistry of these compounds is of relatively recent origin this paper, and they are becoming of increasing interest as a dehydrating agent for peptide syntheses, as a coreagent in dimethyl sulfoxide oxidations, and as a substrate in the synthesis of heterocycles by condensation with polar multiple bonds and dipolar systems.
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