The Journal of Organic Chemistry

Exploratory studies of the photochemistry of N-hydroxypyridine-2-thione esters. Generation of excited radicals by laser flash photolysis and in a conventional …

C Bohne, R Boch, JC Scaiano

Index: Bohne, C.; Boch, R.; Scaiano, J. C. Journal of Organic Chemistry, 1990 , vol. 55, # 19 p. 5414 - 5418

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Citation Number: 27

Abstract

Since their introduction by Barton et al., chain reactions of N-hydroxypyridine-2-thione esters have been extensively used for synthetic purpose^.^^^ The reaction (Scheme I) is initiated by addition of a radical, generated thermally or photochemically, to the thione's sulfur center. Normally, the RCO2'radical decarboxylates rapidly leading to R', which either propagates the chain by adding to the thione, or undergoes other reactions (eg rearrangements, ...