Ruthenium(II)-catalyzed C-H activation with isocyanates: a versatile route to phthalimides

Abstract

A cationic ruthenium(II)-complex was utilized in the efficient synthesis of phthalimide derivatives by C-H activation with synthetically useful amides. The reaction proceeded through a mechanistically unique insertion of a cycloruthenated species into a C-Het multiple bond of isocyanate. The novel method also proved applicable for the synthesis of heteroaromatic unsymmetric diamides as well as a potent COX-2 enzyme inhibitor.

Keywords: CH activation; amides; imidation; isocyanate; ruthenium.