CYCLOADDITION REACTIONS OF [1,2]DITHIOLO[1,2]DITHIOLE DERIVATIVES WITH DIMETHYL ACETYLENEDICARBOXYLATE - FORMATION OF NEW BICYCLIC, TRICYCLIC AND TETRACYCLIC THIOPYRAN DERIVATIVES
E. Fanghanel et al., CYCLOADDITION REACTIONS OF [1,2]DITHIOLO[1,2]DITHIOLE DERIVATIVES WITH DIMETHYL ACETYLENEDICARBOXYLATE - FORMATION OF NEW BICYCLIC, TRICYCLIC AND TETRACYCLIC THIOPYRAN DERIVATIVES, Synthesis, (10), 1994, pp. 1067-1071
By cycloaddition reactions of the title compounds 1, new spiro[1,3-dit
hiole-thiopyran] derivatives 3 and 5 are available. Their cleavage wit
h mercury(II) acetate leads to the corresponding bicyclic thiopyran-4-
ones 9 and 10. Starting from ,6H-[1,2]dithiolo[4,3-c][1,2]dithiole-3,6
-dithione (1d), besides 5',4'',5''-octa-(methoxycarbonyl)thiopyrano[3,
2-b] 2'-(1',3'-dithiole)-8-spiro-2''-(1'',3''-dithiole) (5), the tetra
(5',6'-methoxycarbonyl-1', -k]-1,2,7,8-tetrathiacyclododeca-3,5,9,11-t
etraene (8) is formed.