The Journal of Organic Chemistry

Free-Radical Cleavage of β-Hydroxy Thio Ethers to Ketones and Mercaptans1

ES Huyser, RM Kellogg

文献索引：Huyser,E.S.; Kellogg,R.M. Journal of Organic Chemistry, 1966 , vol. 31, p. 3366 - 3369

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被引用次数: 20

摘要

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 ...