Abstract
Treatment of allenic sulfides, methyl 2-phenyl-2, 3-butadienyl sulfide (IIa) and methyl 1-(2-phenylethynyl)-2-phenyl-2, 3-butadienyl sulfide (IIb), with methyl iodide gave sulfurfree compounds of 1, 3-diene derivatives, 2-iodo-3-phenyl-1, 3-butadiene (III) and 2-iodo-3, 6-diphenyl-cis-1, 3-hexadien-5-yne (IV-a), respectively. This desulfurization with methyl iodide was extended to some acetylenic sulfides (V, VIII and IX) and the tendency of the cleavage of C-S^+ bond was determined. Treatment of bis (3-phenyl-2-propynyl) sulfide (IX) with methyl iodide in ether, however, afforded sulfur-involving product, 4-phenyl-1, 3-dihydronaphtho [2, 3-c] thiophene methyl iodide (X).
