Literature DB >> 12605505

Convenient synthesis of polyfunctionalized beta-fluoropyrroles from rhodium(II)-catalyzed intramolecular N-H insertion reactions.

Yanli Wang1, Shizheng Zhu.   

Abstract

Polyfunctionalized beta-fluoropyrrole can be readily prepared from rhodium(II) acetate-catalyzed intramolecular N-H insertion reaction of delta-amino-gamma,gamma-difluoro-alpha-diazo-beta-ketoesters. A cyanomethylene group can be introduced at C-3 of the pyrrole ring through the Wittig reaction of the diazo compounds followed by rhodium(II)-catalyzed intramolecular N-H insertion reactions.

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Year:  2003        PMID: 12605505     DOI: 10.1021/ol0275670

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  Multifunctionalized 3-hydroxypyrroles in a three-step, one-pot cascade process from methyl 3-TBSO-2-diazo-3-butenoate and nitrones.

Authors:  Xinfang Xu; Maxim O Ratnikov; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2011-10-27       Impact factor: 6.005

3.  Magnesium-Promoted Additions of Difluoroenolates to Unactivated Imines.

Authors:  Alex L Nguyen; Hari R Khatri; James R Woods; Cassidy S Baldwin; Frank R Fronczek; David A Colby
Journal:  J Org Chem       Date:  2018-02-27       Impact factor: 4.354

4.  Synthesis of polysubstituted pyrroles from sulfinimines (N-sulfinyl imines).

Authors:  Franklin A Davis; Kerisha A Bowen; He Xu; Venkata Velvadapu
Journal:  Tetrahedron       Date:  2008-05-05       Impact factor: 2.457

  4 in total

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