STUDIES OF DITHIIRANES AND THIOSULFINES AS REACTIVE INTERMEDIATES
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.
Thiocarbamylsulfenamides are prepared by the reaction of an amine and monohaloamine with carbon disulfide in the presence of a base. The compounds have particular utility as accelerators in the vulcanization of unsaturated polymers.
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(2008/06/13)
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