Reaction of sulfenes with 1, 3-bis (dimethylamino)-1-alkenes. Mechanistic dichotomy as a function of substitution

LA Paquette, MH Rosen

Index: Paquette,L.A.; Rosen,M. Journal of the American Chemical Society, 1967 , vol. 89, p. 4102 - 4112

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Citation Number: 11

Abstract

Abstract: The reactions of N, N, N', N'-tetramethylpropene-l, 3-diamine (la), N, N, N', N'- tetramethyl-1-butene-l, 3-diamine (lb), and 1, 3-bis (dimethylamino)-3-phenyl-l-propene (IC) with sulfene and phenylsulfene, generated in situ by the action of triethylamine on the appropriate sulfonyl chloride, occurred readily at-10 to-15” in tetrahydrofuran solution to give a wide variety of products. The mechanisms of formation of a large number of these ...