Issue 65, 2015

Arylsulfonylmethyl isocyanides: a novel paradigm in organic synthesis

Abstract

p-Tosylmethyl isocyanide (TosMIC), an α-acidic isocyanide, has emerged as a privileged reagent to access biologically relevant scaffolds. The present review highlights the significant advancements of TosMIC in the construction of fused heterocycles viz. pyrroles, benzimidazoles, imidazopyridines, quinolones, quinolines and some natural products such as (−)-ushikulide A, variolin B, porphobilinogen and mansouramycin B. The review article encompasses literature from the period starting from 2010 onwards and covers novel synthetic methodologies involving TosMIC. A wide range of reaction strategies have been reported involving TosMIC during this period such as Michael additions, cycloadditions and many cascade/tandem/multicomponent reactions.

Graphical abstract: Arylsulfonylmethyl isocyanides: a novel paradigm in organic synthesis

Article information

Article type
Review Article
Submitted
29 Apr 2015
Accepted
01 Jun 2015
First published
01 Jun 2015

RSC Adv., 2015,5, 52769-52787

Author version available

Arylsulfonylmethyl isocyanides: a novel paradigm in organic synthesis

T. Kaur, P. Wadhwa and A. Sharma, RSC Adv., 2015, 5, 52769 DOI: 10.1039/C5RA07876H

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