Literature DB >> 17602490

Synthesis of 3-substituted 2-fluoro- and 2,2-difluoroaziridines.

Eva Van Hende1, Guido Verniest, Riccardo Surmont, Norbert De Kimpe.   

Abstract

A new route for the synthesis of stable 3-alkyl- and 3-aryl-2(,2)-(di)fluoroaziridines was developed by hydride reduction of novel alpha-bromo- and alpha-chloro-alpha(,alpha)-(di)fluoroketimines and subsequent ring closure of beta-fluorinated beta-chloro- and beta-bromoamines. This is the first report on the synthesis of 2,2-difluoroaziridines sensu stricto.

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Year:  2007        PMID: 17602490     DOI: 10.1021/ol071127x

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


  3 in total

1.  Stereogenic boron in 2-amino-1,1-diphenylethanol-based boronate-imine and amine complexes.

Authors:  Sebastian Schlecht; Walter Frank; Manfred Braun
Journal:  Beilstein J Org Chem       Date:  2011-05-16       Impact factor: 2.883

Review 2.  Stereoselectively fluorinated N-heterocycles: a brief survey.

Authors:  Xiang-Guo Hu; Luke Hunter
Journal:  Beilstein J Org Chem       Date:  2013-11-29       Impact factor: 2.883

3.  Synthesis of cis-C-iodo-N-tosyl-aziridines using diiodomethyllithium: reaction optimization, product scope and stability, and a protocol for selection of stationary phase for chromatography.

Authors:  Tom Boultwood; Dominic P Affron; Aaron D Trowbridge; James A Bull
Journal:  J Org Chem       Date:  2013-06-18       Impact factor: 4.354

  3 in total

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