Regioselective Arene Functionalization: Simple Substitution of Carboxylate by Alkyl Groups

T Krueger, K Vorndran, T Linker

Index: Krueger, Tobias; Vorndran, Katja; Linker, Torsten Chemistry - A European Journal, 2009 , vol. 15, # 44 p. 12082 - 12091

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Citation Number: 12

Abstract

Abstract Arenes with various alkyl side-chains were synthesized in high yields and excellent regioselectivities. Starting from toluic and naphthoic acids, the carboxylate group was conveniently substituted by alkyl halides by Birch reduction and subsequent decarbonylation. The method is characterized by inexpensive starting materials and reagents, and methylation of arenes was realized. Besides simple alkyl substituents, the ...