Free-Radical Cleavage of β-Hydroxy Thio Ethers to Ketones and Mercaptans1
ES Huyser, RM Kellogg
Index: Huyser,E.S.; Kellogg,R.M. Journal of Organic Chemistry, 1966 , vol. 31, p. 3366 - 3369
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Citation Number: 20
Abstract
Certain 8-hydroxy thio ethers (RCHOHCH8R ') have been found to undergo a facile cleavage yielding ketones and mercaptans in t-butyl peroxide induced reactions at 125'. A free-radical chain mechanism involving a@ elimination of an alkanethiyl radical from an a- hydroxy-P-alkanethioalkyl radical (RCOHCH2SR') which is produced by abstraction of a 8 hydrogen from the 8-hydroxy thio ether by the eliminated thiyl radical is proposed for these ...
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