Ortho-vinylation reaction of phenols with ethyne

被引:32
作者
Yamaguchi, M [1 ]
Arisawa, M
Omata, K
Kabuto, K
Hirama, M
Uchimaru, T
机构
[1] Tohoku Univ, Grad Sch Sci, Fac Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan
[3] MITI, Agcy Ind Sci & Technol, Dept Phys Chem, Natl Inst Mat & Chem Res, Tsukuba, Ibaraki 3058565, Japan
关键词
D O I
10.1021/jo980785f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:7298 / 7305
页数:8
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