STUDIES OF DITHIIRANES AND THIOSULFINES AS REACTIVE INTERMEDIATES

Article abstract of DOI:10.1016/S0040-4020(01)87479-2

Indirect, but compelling evidence for the intermediacy of dithiiranes 1 and thiosulfines 2 has been found by us and is also provided by literature data.The intriguing dithiirane -> dithioester rearrangement as well as most of the interrelations and conversions postulated in Scheme 1 have been demonstrated experimentally.In a number of cases acetyl α-chloroalkyl disulfides 16 (X=Cl, Y=COCH3) are useful starting materials for the synthesis of thioamides such as 40.