Literature DB >> 16220178

Domino Michael addition-carbene rearrangement-cyclization reaction of 1-alkynyl(aryl)-lambda3-bromanes with 2-mercapto-1,3-benzazoles.

Masahito Ochiai1, Norihiro Tada.   

Abstract

Exposure of 1-alkynyl[p-(trifluoromethyl)phenyl](tetrafluoroborato)-lambda3-bromanes to 2-mercaptobenzimidazole or benzothiazole in dichloromethane at 0 degrees C under argon resulted in a domino Michael addition-carbene rearrangement-cyclization reaction to produce directly tricyclic heterocycles in high yields, whereas the reaction with 2-mercaptobenzoxazole afforded 1-alkynyl sulfides.

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Year:  2005        PMID: 16220178     DOI: 10.1039/b509269h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

Review 1.  Thiazolo[3,2-a]benzimidazoles: synthetic strategies, chemical transformations and biological activities.

Authors:  Khalid A Al-Rashood; Hatem A Abdel-Aziz
Journal:  Molecules       Date:  2010-05-26       Impact factor: 4.411

  1 in total

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