Rhenium and base co-catalyzed [3 + 2] annulations of N–H ketimines and alkynes to access unprotected tertiary indenamines through C–H bond activation

Literature Information

Publication Date 2015-12-24
DOI 10.1039/C5QO00336A
Impact Factor 5.281
Authors

Xiqing Jin, Xiaoxu Yang, Yunhui Yang, Congyang Wang


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Abstract

Herein, a rhenium-catalyzed [3 + 2] carbocyclization of N–H ketimines and alkynes through C–H bond activation to afford unprotected tertiary indenamines is described. Notably, the catalytic use of a cheap base, sodium carbonate, was demonstrated to be crucial to the success of this reaction. The protocol is also highlighted by a high atom-economy, a broad substrate scope, and excellent regioselectivity for unsymmetrical alkynes.

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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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