A series of conjugate addition reactions have been done with vinyl-substituted N-heterocycles. Using active methylene compounds, double conjugate addition reactions have been accomplished to provide dipyridyl and related heterocyclic products. These conversions have utilized 1,3-dicarbonyl compounds, cyano esters, a cyano sulfone, and malonyl nitrile, as nucleophiles. The Michael accepting groups include vinyl-substituted pyridines, quinoline, and pyrazine. Double conjugate addition reactions have also been accomplished with 2,6-divinyl pyridine and related systems. Attempts have been made to use this chemistry to prepare macromolecules via A2B2 polymerizations.

Double addition reactions involving vinyl-substituted N-heterocycles and active methylene compounds

ACS Spring 2022

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