Formation of spiro-substituted 1,3-dithiolanes and thiiranes in the reaction of 3-aminoindene-1-thiones with aliphatic diazo compounds

3-Aminoindene-1-thiones react readily with diazomethane to give the corresponding 4,4;5,5-dispiro-substituted 1,3-dithiolanes. The production of both 2,2-spiro-substituted thiiranes and products of desulfuration of the latter is possible in the reaction of 3-aminoindene-1-thiones with substituted diazomethanes. The thermolysis, hydrolysis, and salt-forming reactions of the compounds obtained were investigated.