Transition metal-catalyzed and noncatalytic reactions
of acrylic thioamides with N-sulfonyliminoiodinanes enabling
the selective synthesis under mild conditions of a series of fully
decorated S- and N,S-containing heterocycles are described. Finetuning
of the thioamide structure allows selective preparation in
good yields of ortho-fused thiophenes, 1,2-thiazines, and spirofused
isothiazolines. A one-pot thermally induced rearrangement of
sulfonylisothiazolines was discovered as a complementary route to
thiophenes.