Ortho-Vinylation Reaction of Phenols with Ethyne

…, M Arisawa, K Omata, K Kabuto, M Hirama…

Index: Yamaguchi, Masahiko; Arisawa, Mieko; Omata, Kenji; Kabuto, Kuninobu; Hirama, Masahiro; Uchimaru, Tadafumi Journal of Organic Chemistry, 1998 , vol. 63, # 21 p. 7298 - 7305

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Citation Number: 30

Abstract

Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2, 6-Divinylphenols were synthesized under modified conditions. A reaction mechanism involving carbostannylation of alkynyltin and phenoxytin was discussed.