First Synthesis of Bromo and Chloro Derivatives of Baylis-Hillman Adducts Derived from Nitroolefins: Application towards the Synthesis of a Dendrimer Core

Abstract

Listen

Translate article

For the first time Baylis―Hillman adducts derived from nitroolefins have been conveniently transformed into a novel class of building blocks, 1-[(E)-3-bromo-2-nitroprop-1-enyl]arenes and 1-[(E)-3-chloro-2-nitroprop-1-enyl]arenes, in very good yields via an S N 2 reaction using simple reaction conditions. Further application of these compounds has been demonstrated for the synthesis of tris[(E)-2-nitro-3-arylallyl]amines as dendrimer cores.