Lactamization of sp(2) C-H Bonds with CO2 : Transition-Metal-Free and Redox-Neutral

Angew Chem Int Ed Engl. 2016 Jun 13;55(25):7068-72. doi: 10.1002/anie.201602095. Epub 2016 Apr 20.

Abstract

The first direct use of carbon dioxide in the lactamization of alkenyl and heteroaryl C-H bonds to synthesize important 2-quinolinones and polyheterocycles in moderate to excellent yields is reported. Carbon dioxide, a nontoxic, inexpensive, and readily available greenhouse gas, acts as an ideal carbonyl source. Importantly, this transition-metal-free and redox-neutral process is eco-friendly and desirable for the pharmaceutical industry. Moreover, these reactions feature a broad substrate scope, good functional group tolerance, facile scalability, and easy product derivatization.

Keywords: 2-quinolinones; C−H transformation; carbon dioxide; lactamization; transition-metal-free reactions.

Publication types

  • Research Support, Non-U.S. Gov't