Copper-catalyzed crosscoupling of vinyl nitrenes and CF3-carbenes to synthesize CF3-2-azadienes

Literature Information

Publication Date 2023-11-07
DOI 10.1039/D3QO01537H
Impact Factor 5.281
Authors

Yongjuan Jiao, Tao Wu, Xinyu Zhang


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Abstract

A unique and efficient copper catalytic system has been established to synthesize fluorinated 2-azadienes from isoxazoles and CF3-N-tosylhydrazones via crosscoupling reactions of vinyl nitrenes with CF3-carbenes. A proposed reaction pathway involves the tandem cleavage of N–O/C–N bonds and formation of a C–N double bond. The developed method features a broad substrate scope, easy handling, step economy, and well-defined regio- and stereoselectivities.

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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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