Literature DB >> 22430897

Metallation of N-vinylpyrroles and -indoles with Hg(OAc)2: N-vinyl vs. pyrrole nucleophilic sites.

Boris A Trofimov1, Andrey V Ivanov, Igor A Ushakov, Elena Yu Schmidt, Lyubov N Sobenina, Alexander M Vasil'tsov, Albina I Mikhaleva.   

Abstract

N-Vinylpyrroles and -indoles bearing electron-withdrawing substituents at the pyrrole ring are mercurated, with 1 equivalent of Hg(OAc)(2) in dry MeCN (20-80 °C), regioselectively at the vinyl group (yields are almost quantitative), while their congeners without electron-withdrawing functions are mercurated both at the N-vinyl group and the pyrrole ring.

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Year:  2012        PMID: 22430897     DOI: 10.1039/c2dt12393b

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  1 in total

1.  2-(1-Hydroxypropyn-2-yl)-1-vinylpyrroles: the first successful Favorsky ethynylation of pyrrolecarbaldehydes.

Authors:  A V Ivanov; V S Shcherbakova; I A Ushakov; L N Sobenina; O V Petrova; A I Mikhaleva; B A Trofimov
Journal:  Beilstein J Org Chem       Date:  2015-02-10       Impact factor: 2.883

  1 in total

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