Literature DB >> 22332783

Expedient synthesis of highly substituted pyrroles via tandem rearrangement of α-diazo oxime ethers.

Yaojia Jiang1, Wei Chuen Chan, Cheol-Min Park.   

Abstract

An efficient rhodium-catalyzed synthesis of 2H-azirines and pyrroles has been developed. Novel rearrangement of α-oximino ketenes derived from α-diazo oxime ethers provides 2H-azirines bearing quaternary centers and allows for subsequent rearrangement to highly substituted pyrroles in excellent yields.
© 2012 American Chemical Society

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Year:  2012        PMID: 22332783     DOI: 10.1021/ja300552c

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


  2 in total

1.  Synthesis of unsymmetrically tetrasubstituted pyrroles and studies of AIEE in pyrrolo[1,2-a]pyrimidine derivatives.

Authors:  Taian Li; Mong-Feng Chiou; Yajun Li; Changqing Ye; Min Su; Mengyu Xue; Xiaobin Yuan; Chuanchuan Wang; Wen-Ming Wan; Daliang Li; Hongli Bao
Journal:  Chem Sci       Date:  2022-04-20       Impact factor: 9.969

2.  Isomerization of 5-(2H-Azirin-2-yl)oxazoles: An Atom-Economic Approach to 4H-Pyrrolo[2,3-d]oxazoles.

Authors:  Timur O Zanakhov; Ekaterina E Galenko; Mariya A Kryukova; Mikhail S Novikov; Alexander A Khlebnikov
Journal:  Molecules       Date:  2021-03-26       Impact factor: 4.411

  2 in total

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