LETTER	Synlett 2006: 1948-1952   DOI: 10.1055/s-2006-947362
© Georg Thieme Verlag Stuttgart · New York
Regioselective Halogen-Metal Exchange Reaction of 3-Substituted 1,2-Dibromo Arenes: The Synthesis of 2-Substituted 5-Bromobenzoic Acids
Karsten Menzel*a, Lisa Dimicheleb, Paul Millsa, Doug E. Frantza,, Todd D. Nelsona, Michael H. Kressa
a Merck Research Laboratories, Department of Process Research, 466 Devon Park Drive, Wayne, Pennsylvania 19087, USA b Merck Research Laboratories, Department of Process Research, 126 Lincoln Avenue, Rahway, New Jersey 07065, USA Fax: +1(215)9932100; e-Mail: karsten_menzel@merck.com;
Received 23 March 2006

Abstract

Regioselective halogen-metal exchange reactions using isopropylmagnesium chloride were carried out on 3-substituted 1,2-dibromo arenes. Eleven examples are given.

Key words

1,2-dibromobenzene - Grignard reactions - substitutent effect - regioselectivity - carboxylic acids