Literature DB >> 18290664

Synthesis of highly substituted 2,3-dihydro-1H-pyrrole derivatives via a tandem regioselective addition of nitrones to 1,3-enynes with subsequent rearrangement.

Sivaperuman Saravanan1, Ismail Abulkalam Azath, Shanmugam Muthusubramanian.   

Abstract

A novel method for the synthesis of 1,3-enynes is described through oxidative cyclization of the semicarbazones of Michael adducts having potential nitrile functionality. Reaction of these 1,3-enynes with diaryl nitrones has yielded a diastereomeric mixture of highly substituted 2,3-dihydro-1H-pyrrole derivatives via a tandem regioselective addition with subsequent rearrangement.

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Year:  2008        PMID: 18290664     DOI: 10.1021/jo702610j

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  3-(4-Methyl-phen-yl)-1-phenyl-3-(4,5,6,7-tetra-hydro-1,2,3-benzoselenadiazol-4-yl)propan-1-one.

Authors:  J Muthukumaran; M Nishandhini; S Chitra; P Manisankar; Suman Bhattacharya; S Muthusubramanian; R Krishna; J Jeyakanthan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-06-18

2.  One-pot preparation of substituted pyrroles from alpha-diazocarbonyl compounds.

Authors:  Fernando de C da Silva; Mauricio G Fonseca; Renata de S Rianelli; Anna C Cunha; Maria C B V de Souza; Vitor F Ferreira
Journal:  Beilstein J Org Chem       Date:  2008-11-28       Impact factor: 2.883

  2 in total

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