- The Invention of Radical Reactions. 32. Radical Deoxygenations, Dehalogenations, and Deaminations with Dialkyl Phosphites and Hypophosphorous Acid as Hydrogen Sources
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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 "sacrifical olefin" im moderate to good yields.
- Barton, Derek H. R.,Jang, Doo Ok,Jaszberenyi, Joseph Cs.
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p. 6838 - 6842
(2007/10/02)
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- Hypophosphorous acid and its salts: New reagents for radical chain deoxygenation, dehalogenation and deamination
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Thionocarbonates and xanthates of alcohols, bromides, iodides and isonitriles can be transformed to the corresponding hydrocarbons with hypophosphorous acid or its salts in radical chain reactions.
- Barton,Jang,Jaszberenyi
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p. 5709 - 5712
(2007/10/02)
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