CYCLOPENTA-1,2-DITHIOLES AND CYCLOPENTA-1,2-THIAZINES FROM NEW MOLECULAR-REARRANGEMENTS

The cyclobutanone oxime 6 reacts with disulfur dichloride to give two unexpected 10 pi pseudoazulenes in low yield: the dark blue cyclopenta -1,2-dithiole 7 and the orange cyclopenta-1,2-thiazine 8; the benzo de rivative 14 of this oxime gives the analogous benzo product 15 togethe r with the methylene indene 16 in high yield; mechanisms based on abno rmal Beckmann rearrangements are proposed for the formation of all of these products.