The Journal of organic chemistry

Nickel (0)-catalyzed cross-coupling of alkyl arenesulfonates with aryl grignard reagents

CH Cho, HS Yun, K Park

Index: Cho, Chul-Hee; Yun, Hee-Sung; Park, Kwangyong Journal of Organic Chemistry, 2003 , vol. 68, # 8 p. 3017 - 3025

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Citation Number: 47

Abstract

The nickel-catalyzed cross-coupling reactions of neopentyl arenesulfonates with arylmagnesium bromides, involving nucleophilic aromatic substitution of alkyloxysulfonyl groups by aryl nucleophiles, take place in high yields. Optimal efficiencies are obtained by adding 3+ 2 equiv of the Grignard reagent to a mixture of dppfNiCl2 and the sulfonate in refluxing THF. Neopentyl arenesulfonates are useful sources of the electrophilic aryl ...