Highly Efficient, General Procedure for the Preparation of Alkylzinc Reagents from Unactivated Alkyl Bromides and Chlorides

Shouquan Huo
DSM Pharmaceuticals, Inc., 5900 NW Greenville Boulevard, Greenville, North Carolina 27834
Org. Lett., 2003, 5 (4), pp 423–425
DOI: 10.1021/ol0272693
Publication Date (Web): January 30, 2003
Copyright © 2003 American Chemical Society

Abstract

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Alkylzinc bromides have been efficiently prepared by the direct insertion of zinc metal (dust, powder, granule, shot), activated with 1−5 mol % I2, into alkyl bromides in a polar aprotic solvent. The zinc reagents thus formed undergo Ni- and Pd-catalyzed cross-coupling with aryl halides to produce functionalized alkylarenes in excellent yields.

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History

  • Published In Issue February 20, 2003
  • Received November 12, 2002

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