Regioselectiveity of the methyl-Tosmic reaction with substituted ethyl cinnamates

摘要

Tosylmethyl isocyanide(TosMIC)is an attractive building block useful in the synthesis of cyclic ketones,nitriles,amines,and expecially in heterocyclic synthesis.Substances with carbon-carbon double bond conjugated to electron-withdrawing groups,such as carbonyl,nitrile and nitro groups,have been widely employed in the synthesis of 3,4-disubstituted pyrroles,using alpha- metalated tosylmethyl isocyanide.Moreover,2,3,4-trisubstituted pyrroles were obtained by reaction of alpha-monosubstituted TosMIC with the above mentioned olefin derivatives.