4.8 Article

Lactamization of sp2 C-H Bonds with CO2: Transition-Metal-Free and Redox-Neutral

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 25, Pages 7068-7072

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201602095

Keywords

2-quinolinones; carbon dioxide; C-H transformation; lactamization; transition-metal-free reactions

Funding

  1. Sichuan University
  2. National Natural Science Foundation of China [21502124]

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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.

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