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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, shouquan.huodsm.com

S. Huo, Org. Lett., 2003, 5, 423-425.

DOI: 10.1021/ol0272693 (free Supporting Information)


Abstract

Alkylzinc bromides were efficiently prepared by the direct insertion of zinc metal, activated with a catalytic amount of iodine, into alkyl bromides in a polar aprotic solvent. The zinc reagents underwent Ni- and Pd-catalyzed cross-coupling with aryl halides to produce functionalized alkylarenes in excellent yields.

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Key Words

Organozinc Compounds, Negishi Coupling, Arenes


ID: J54-Y2003-310