Transition-metal-free direct C-3 cyanation of quinoxalin-2(1H)-ones with ammonium thiocyanate as the “CN” source
Literature Information
Publication Date
2019-11-19
DOI
10.1039/C9QO01055F
Impact Factor
5.281
Authors
Jiayang Wang, Bin Sun, Liang Zhang, Tengwei Xu, Yuanyuan Xie, Can Jin
View Original
Abstract
A novel avenue of C–CN bond construction was facilely achieved via the TBHP-mediated oxidative coupling reaction between quinoxalin-2(1H)-one derivatives and ammonium thiocyanate without any metal catalyst. Applying this protocol, a variety of 3-cyanoquinoxalin-2(1H)-one derivatives were prepared in moderate to good yields with good functional-group tolerance under mild conditions. Additionally, this methodology featured a broad substrate scope, excellent regioselectivity and operational simplicity.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine
CAS Number:
29216-28-2
Molecular Formula:
C20H22N2S
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