Tetrahedron letters

On the mechanism of the decarboxylative rearrangement of thiohydroxamic esters

DHR Barton, D Crich, P Potier

Index: Barton, Derek H.R.; Crich, David; Potier, Pierre Tetrahedron Letters, 1985 , vol. 26, # 48 p. 5943 - 5946

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Citation Number: 37

Abstract

Abstract The thermal and photochemical decomposition of a typical thiohydroxamic ester (mixed anhydride) doubly labelled with deuterium has shown the photochemical reaction to be a radical chain process, whereas about 20% of the thermal reaction involves a cage mechanism. An improved route to 1-hydroxy-5-phenylthiazolin--2-thione is reported.