Efficient Synthesis of Substituted Tetrahydrothiopyrano[2,3-b]thiopyran-4,5-diones by a Double Annulation Strategy from Dialkenoylketene Dithioacetals

Wei Pan; Dewen Dong; Yan Ouyang; Rigenhada Wu; Yang Yang; Qun Liu

doi:10.1055/s-2007-983749

PAPER

Efficient Synthesis of Substituted Tetrahydrothiopyrano[2,3-b]thiopyran-4,5-diones by a Double Annulation Strategy from Dialkenoylketene Dithioacetals

Wei Pan*^a, Dewen Dong^a,b, Yan Ouyang^a, Rigenhada Wu^a, Yang Yang^a, Qun Liu*^a
^a Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. of China
^b Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. of China
Fax: +86(431)85098635; e-Mail: dongdw663@nenu.edu.cn;

Abstract

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Abstract

An efficient synthetic procedure for substituted 2,3,6,7-tetrahydrothiopyrano[2,3-b]thiopyran-4,5-diones by a double annulation strategy is described. The ring systems are made in good yields from readily available dialkenoylketene dithioacetals in the presence of either sodium sulfide nonahydrate/N,N-dimethylformamide (DMF) or a sodium hydride/DMF/amine system.

Key words

amines - annulations - dialkenoylketene dithioacetals - sodium hydride - sodium sulfide

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Referenzen

References

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