EFFICIENT HYDROLYSIS OF DITHIOACETALS BY THE N-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE-WATER SYSTEM

被引：28

作者：

KISELYOV, AS

STREKOWSKI, L

SEMENOV, VV

机构：

[1] GEORGIA STATE UNIV,DEPT CHEM,ATLANTA,GA 30303

[2] ZELINSKY INST ORGAN CHEM,MOSCOW 117913,RUSSIA

来源：

TETRAHEDRON | 1993年 / 49卷 / 11期

关键词：

D O I：

10.1016/S0040-4020(01)80359-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dithioacetals including 1,3-dithianes and 1,3-dithiolanes are efficiently cleaved by the title reagent system to the parent carbonyl compounds. The cleavage of diprotected symmetrical alpha-diketones and p-phenylene-diketones gives monoketones in good yields. Amide, 1,3-dioxolane, disulfide, ester, ether, hydroxy, nitrile, nitro, and sulfide functions are relatively stable under the cleavage conditions but thiols are oxidized to disulfides.

引用

页码：2151 / 2158

页数：8

共 26 条

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[2]

ARBUZOV BA, 1973, IAN SSSR KH, P2422

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