PREPARATION OF N,N-DISUBSTITUTED (1-ALKYN E)-SULFINAMIDES AND (E)-(1-ALKENE)-SULFINAMIDES AND THEIR CONVERSION INTO THE CORRESPONDING SULFINATES OR SULFONAMIDES

Treatment of (1-piperidine)- or (4-morpholine)-sulfinyl chloride with unsaturated lithio, bromomagnesio or diisobutylalumino derivatives aff orded the title sulfinamides 3 and 5. The 1-alkynesulfinamides 3 were smoothly reduced with lithium aluminium hydride to furnish (E)-1-alken ylsulfinamides. The alpha-unsaturated sulfinamides 3 and 5 were conver ted into the corresponding sulfinates 6 and 7 by treatment with alcoho ls in the presence of boron trifluoride etherate. Oxidation of 3 and 5 yielded the alpha-unsaturated sulfonamides 11 and 12.