Ortho-Vinylation Reaction of Phenols with Ethyne
journal contributionposted on 19.09.1998, 00:00 by Masahiko Yamaguchi, Mieko Arisawa, Kenji Omata, Kuninobu Kabuto, Masahiro Hirama, Tadafumi Uchimaru
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.