Literature DB >> 30731038

Bis(imido)vanadium(V)-Catalyzed [2+2+1] Coupling of Alkynes and Azobenzenes Giving Multisubstituted Pyrroles.

Kento Kawakita1, Evan P Beaumier2, Yuya Kakiuchi1, Hayato Tsurugi1, Ian A Tonks2, Kazushi Mashima1.   

Abstract

The combination of VCl3(THF)3 and N, N-bis(trimethylsilyl)aniline (1a) is an efficient catalyst for the [2+2+1] coupling reaction of alkynes and azobenzenes, giving multisubstituted pyrroles. A plausible reaction mechanism involves the generation of a mono(imido)vanadium(III) species as an initiation step, where 1a served as an imido source with concomitant release of 2 equiv of ClSiMe3, followed by a reaction with azobenzene to form a catalytically active bis(imido)vanadium(V) species via N═N bond cleavage.

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Year:  2019        PMID： 30731038      PMCID： PMC6460926          DOI： 10.1021/jacs.8b13390

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  24 in total

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