Synthesis of 1,4-dithiins from pentathiepins

被引:19
作者
Amelichev, Stanislav A.
Konstantinova, Lidia S.
Obruchnikova, Natalia V.
Rakitin, Oleg A.
Rees, Charles W.
机构
[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia
[2] Univ London Imperial Coll Sci & Technol, Dept Chem, London SW7 2AZ, England
关键词
D O I
10.1021/ol0617042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fused aromatic and heterocyclic 1,2,3,4,5-pentathiepins react with triphenylphosphine and alkynes bearing electron-withdrawing groups to give the corresponding 1,4-dithiins in high yields. Unsymmetrical alkynes add regioselectively to afford products in agreement with the electron distribution in a proposed reaction intermediate. A mechanism for these reactions is proposed.
引用
收藏
页码:4529 / 4532
页数:4
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