Formation of ketones from steroidal thioacetals: some sulphur containing steroids

Abstract

A selection of steroidal thioacetals has been oxidised to the disulphinyl derivatives which are readily decomposed by alkali with the regeneration of the parent ketones.

The condensation of propane-1,3-dithiol with 2α-bromo-3-oxosteroids furnishes the corresponding 2,3-dihydrodithiins.

Structures have been assigned to the condensation products of ethane-1,2-dithiol and a steroidal 4,6-diene-3-one and 1,4,6-trien-3-one.

An improved synthesis of SS-trimethylene 1,3-bis(toluene-p-thiosulphonate) is reported.