Rh(iii)-catalyzed redox-neutral annulation of azo and diazo compounds: one-step access to cinnolines

Literature Information

Publication Date 2015-11-26
DOI 10.1039/C5QO00331H
Impact Factor 5.281
Authors

Peng Sun, Youzhi Wu, Yue Huang, Xiaoming Wu, Jinyi Xu, Hequan Yao, Aijun Lin


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Abstract

Reported herein is a Rh-catalyzed redox-neutral annulation reaction between azo and diazo compounds, thus leading to the direct synthesis of cinnolines under mild conditions. The procedure exhibited a broad substrate scope, scalability and step economy, obviating the pre-functionalization of substrates and the use of oxidants. Further utilization of the resulting cinnolines provided efficient routes to some bioactive structures, such as 4-amino-cinnoline and 1-aminoindole.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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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

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