Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4H-cinnolin-2-ium-1-ide
Xiaolan Fang, Ji Cao, Weijie Ding, Huile Jin, Xiaochun Yu* and Shun Wang*
*College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou, 325035, P. R. China,
Email: xiaochunyu
wzu.edu.cn, shunwangwzu.edu.cn
X. Fang, J. Cao, W. Ding, H. Jin, X. Yu, S. Wang, Org. Lett., 2021, 23, 1228-1233.
DOI: 10.1021/acs.orglett.0c04186
Abstract
An efficient Cu(I)/DMAP/air system enables a one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides from substituted 2-alkynylanilines and nitrosoarenes. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol.
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proposed mechanism
Key Words
benzo-fused N-heterocycles, oxygen
ID: J54-Y2021
