Literature DB >> 12375975

Mild alpha-halogenation reactions of 1,3-dicarbonyl compounds catalyzed by Lewis acids.

Dan Yang1, Yi-Long Yan, Bob Lui.   

Abstract

Lewis acid Mg(ClO4)2, combined with NBS, in CH3CN or EtOAc provided mild and fast bromination of 1,3-dicarbonyl compounds. In particular, this protocol could be applied to the alpha-monobromination of alpha-unsubstituted beta-keto esters. Similar Lewis acid catalysis was also extended to the alpha-chlorination and iodination of 1,3-dicarbonyl compounds with NCS and NIS, respectively.

Entities:  

Year:  2002        PMID： 12375975     DOI： 10.1021/jo026025t

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


  2 in total

1.  Development of the titanium-TADDOLate-catalyzed asymmetric fluorination of β-ketoesters.

Authors:  Lukas Hintermann; Mauro Perseghini; Antonio Togni
Journal:  Beilstein J Org Chem       Date:  2011-10-17       Impact factor: 2.883

2.  Substrate Directed Regioselective Monobromination of Aralkyl Ketones Using N-Bromosuccinimide Catalysed by Active Aluminium Oxide: α -Bromination versus Ring Bromination.

Authors:  Reddy Bodireddy Mohan; G Trivikram Reddy; N C Gangi Reddy
Journal:  ISRN Org Chem       Date:  2014-03-04
  2 in total

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