Solid-phase synthesis of tertiary-amino linked benzamides: a versatile method for forming C–N bonds with electron-rich and electron-poor anilines

Abstract

There currently are a wide variety of methods for forming C–N bonds on solid support. Two preferred methods are reductive aminations with resin bound amines or aldehydes as well as standard alkylation strategies. We herein disclose the scope and application of the Mitsunobu reaction of 2,4-dinitro- N-phenylbenzenesulfonamides derived from both electron-rich and electron-poor anilines as a practical and versatile addition to the repertoire of solid phase C–N bond forming reactions.