Thiols, general synthetic method

THIODITHIOPHENE,50, 75 Thiols, general synthetic method, 50,10 Thiophene, cyanation, 50, 54... 

The thiation procedure described here is an example of a general synthetic method for the conversion of carbonyl to thiocarbonyl groups. Similar transformations have been carried out with ketones, carboxamides,esters,thioesters, 1 actones, " thiol actones, - imides, enaminones, and protected peptides. ... 

Synthesis of heterocycles by forming C—X bonds by radical reactions is not a generally applicable method, and seems not to be useful for making small rings. However, the attack of thiol radicals on double bonds can be a practical synthetic route, such as in the conversion of 1-hexene-7-thiol to thiepane (Section 5.17.3.3.1). 

The reaction of isothiocyanates with thiols is, in general, impractical for the preparation of dithiocarbamates. since A -monosubstitutcd derivatives readily decompose into the starting materials. Nevertheless, the method is synthetically useful in the case of aryl isothiocyanates. Thus, cellulose-aryl isothiocyanatc conjugates exhibited a substantial thiol binding capacity which was absent for nonaromatic analogs. 42 143... 

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