Solution-phase parallel synthesis of a multisubstituted cyclic imidate library.

ABSTRACT: The solution-phase parallel synthesis of a diverse 71-member library of multisubstituted cyclic imidates is described. The key intermediates, 3-iodomethylene-containing cyclic imidates, are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodobenzamides and terminal alkynes, followed by electrophilic cyclization with I2. These cyclic imidates were further functionalized by palladium-catalyzed Suzuki-Miyaura, Sonogashira, carbonylative amidation, and Heck chemistry using sublibraries of commercially available building blocks.

SUBMITTER: Mehta S 

PROVIDER: S-EPMC3740045 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature