The invention of new radical chain reactions. Part 9. Further radical chemistry of thiohydroxamic esters; formation of carbon–carbon bonds

Abstract

Carbon radicals derived from the esters of several types of thiohydroxamic acids have been trapped in a number of different ways. Particular attention has been paid to carbon–carbon bond formation by addition to suitably activated ethylenic linkages. Carboxylic acids can be conveniently converted into homo- and bishomo-acids by free radical chemistry based on thiohydroxamic esters. In a coda the tautomerism of the thiohydroxamic acids have been examined by physical methods. It is confirmed that the esters used are derivatives of the thione tautomer.