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Isocyanide

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (1 July 2017) | Viewed by 4795

Special Issue Editor


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Guest Editor
Département de Chimie, Ecole Normale Supérieure – PSL Research University, Sorbonne Universités – UPMC Univ Paris 06, CNRS UMR 8640 PASTEUR, 24, rue Lhomond, 75005 Paris, France
Interests: isocyanide chemistry; multicomponent reactions; organometallic chemistry; mechanistic studies; electrochemistry

Special Issue Information

Dear Colleagues,

Isocyanides are immensely valuable building-blocks used in both ionic and radical processes. These versatile synthons are well-designed for Multicomponent Reactions (MCRs), as attested by the huge success of the Ugi reaction. The development of new isocyanide-based MCRs (IMCRs), as well as the development of new cascades involving an IMCR, are of paramount importance to enlarge, even more, the molecular diversity attainable within a few synthetic steps. In addition to their interest for MCRs, isocyanides are isoelectronic with carbon monoxide and behave as non-toxic and are easily-handled analogues towards transition metals. Isocyanides have been known to be efficient metal ligands for a long time, and, since the early 1970s, a wide range of organometallic complexes have been described. Very recently, imidoylative metal-catalyzed processes have attracted intense research efforts and had a tremendous impact in heterocyclic synthesis. In this Special Issue, we intend to collect original contributions to provide a broad survey of the state-of-the-art in isocyanide chemistry. Reviews articles by experts in the field will also be welcome.

Dr. Laurence Grimaud
Guest Editor

Manuscript Submission Information

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Keywords

  • multicomponent reactions
  • Ugi and Passerini reactions
  • radical additions
  • heterocyclic Chemistry
  • organometallic complexes
  • imidoylative processes
  • isocyanide insertion

Published Papers (1 paper)

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Research

1648 KiB  
Article
[3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
by Xueming Zhang, Xianxiu Xu and Dawei Zhang
Molecules 2017, 22(7), 1131; https://doi.org/10.3390/molecules22071131 - 7 Jul 2017
Cited by 8 | Viewed by 4529
Abstract
A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation [...] Read more.
A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation is operationally simple, high-yielding, and displays broad substrate scope. Full article
(This article belongs to the Special Issue Isocyanide)
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