Lactamization of sp(2) C-H Bonds with CO2 : Transition-Metal-Free and Redox-Neutral.
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.
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.|Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan, 610041, P. R. China.
Zhen
0000-0002-3538-6519
Z
Zhang
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
Li-Li
0000-0002-3917-7685
LL
Liao
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
Si-Shun
0000-0003-2883-7526
SS
Yan
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
Lei
0000-0001-7203-6617
L
Wang
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
Yun-Qi
0000-0002-5265-3244
YQ
He
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
Jian-Heng
0000-0002-4932-0414
JH
Ye
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China.
Jing
0000-0003-1539-2521
J
Li
Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan, 610041, P. R. China.
Yong-Gang
0000-0002-5052-6903
YG
Zhi
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064, P. R. China. dgyu@scu.edu.cn.
Da-Gang
0000-0001-5888-1494
DG
Yu
2-quinolinones; C−H transformation; carbon dioxide; lactamization; transition-metal-free reactions