Synthesis of a library of "lead-like" γ-lactams by a one pot, four-component reaction.

ABSTRACT: The synthesis of a pilot scale library of 116 structurally diverse γ-lactams is reported. The library core structure emanates from a γ-lactam forming one-pot, four-component reaction of ammonium acetate, p-methoxythiophenol, p-methoxybenzaldehyde, and maleic anhydride. Structural diversity then arises from amide coupling, thioaryl cleavage, N-functionalization, and heterocycle forming reactions on this core structure. Computational analysis reveals that the library contains molecular properties and shape diversity suitable for drug lead and biological probe discovery.

SUBMITTER: Martin KS 

PROVIDER: S-EPMC3816122 | biostudies-literature | 2013 Jul

REPOSITORIES: biostudies-literature