THE INVENTION OF RADICAL REACTIONS .32. RADICAL DEOXYGENATIONS, DEHALOGENATIONS, AND DEAMINATIONS WITH DIALKYL PHOSPHITES AND HYPOPHOSPHOROUS ACID AS HYDROGEN SOURCES

被引：165

作者：

BARTON, DHR ^{[1
]}

JANG, DO ^{[1
]}

JASZBERENYI, JC ^{[1
]}

机构：

[1] TEXAS A&M UNIV SYST,DEPT CHEM,COLL STN,TX 77843

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 24期

关键词：

D O I：

10.1021/jo00076a054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reagents, containing a P-H bond, such as dimethyl phosphite, diethyl phosphite, hypophosphorous acid and various salts of hypophosphorous acid are effective radical reducing agents for organic halides, thionoesters, and isocyanides affording high yields of the corresponding hydrocarbons. Reduction of tertiary phenyl selenides and tertiary nitro compounds are not efficient under these conditions. Olefination of 1,2-diols is also accomplished via the corresponding thiocarbonyl derivatives using hypophosphorous acid and triethylamine in the presence of a suitable ''sacrificial olefin'' in moderate to good yields.

引用

页码：6838 / 6842

页数：5

共 88 条

[71] PHOSPHORUS DERIVATIVES OF FATTY ACIDS .7. ADDITION OF DIALKYL PHOSPHONATES TO UNSATURATED COMPOUNDS [J].