The invention of new radical chain reactions. Part VIII. Radical chemistry of thiohydroxamic esters; A new method for the generation of carbon radicals from carboxylic …
DHR Barton, D Crich, WB Motherwell
Index: Barton, Derek H. R.; Crich, David; Motherwell, William B. Tetrahedron, 1985 , vol. 41, # 19 p. 3901 - 3924
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Citation Number: 558
Abstract
The aliphatic and alicyclic esters of N-hydroxypyridine-2-thione are readily reduced by tributylstannane in a radical chain reaction to furnish nor-alkanes. 1 In the absence of the stannane a smooth decarboxylatlive rearrangement occurs to give 2-substituted thiopyridines. 1 The radicals present in this reaction provoke with t-butylthiol an efficient radical reaction with formation of nor-alkane and 2-pyridyl-t-butyl disulphide. 1Similarly ...
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