The Journal of organic chemistry

Novel homologation reaction of arylzincates bearing a leaving group at the ortho and meta positions

T Harada, M Chiba, A Oku

Index: Harada, Toshiro; Chiba, Minako; Oku, Akira Journal of Organic Chemistry, 1999 , vol. 64, # 22 p. 8210 - 8213

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Citation Number: 26

Abstract

Arylzincates bearing a leaving group at the ortho, meta, and para positions were generated by iodine/zinc exchange reaction of the corresponding iodoaryl sulfonates with Bu3ZnLi, and their reactivity was investigated via product analysis after hydrolysis and treatment with iodine. Zincates derived from o-iodophenyl triflates and tosylate underwent homologation reaction to give o-butylphenylzinc species. o-Benzyne as an intermediate of the reaction ...