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Issue 117, 2015
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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

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Abstract

In addition to isocyanide-based Ugi, Passerini, van Leusen, and Orru multicomponent reactions (IMCRs), a new class of isocyanide/acetylene-based multicomponent reactions (IAMCRs), through a zwitterionic adduct, have emerged as powerful and elegant methods for the synthesis of biologically interesting molecules. Coupling reaction between “in situ” generated Huisgen-type zwitterions of the isocyanide/acetylene adduct and CH-, OH- and NH-acids provide a powerful synthetic pathway to obtain ketenimines, aza-dienes, and heterocycles. This review focuses on the chemistry and applications of the isocyanide/acetylene adduct in multicomponent reaction conditions.

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

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Publication details

The article was received on 02 Oct 2015, accepted on 22 Oct 2015 and first published on 23 Oct 2015


Article type: Review Article
DOI: 10.1039/C5RA20455K
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RSC Adv., 2015,5, 97044-97065

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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

    S. Rostamnia, RSC Adv., 2015, 5, 97044
    DOI: 10.1039/C5RA20455K

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