Simple and efficient TiCl 4-mediated synthesis of biaryls via arylmagnesium compounds

A Inoue, K Kitagawa, H Shinokubo, K Oshima

Index: Inoue, Atsushi; Kitagawa, Kazuya; Shinokubo, Hiroshi; Oshima, Koichiro Tetrahedron, 2000 , vol. 56, # 49 p. 9601 - 9605

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Citation Number: 54

Abstract

Oxidative self-coupling reactions of various arylmagnesium bromides with TiCl4 affords the corresponding symmetric biaryls in moderate to good yields at 0° C or lower. Tributylmagnesate-induced halogen–magnesium exchange of aryl halides followed by the coupling reaction provides biaryls in good yields under mild conditions. This method can achieve a one-pot synthesis of biaryls containing functional groups such as esters, amides ...