Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

文献情報

出版日 2020-09-02

DOI 10.1039/D0QO00952K

インパクトファクター 5.281

著者

Tao Niu, Shan Yang, Xinxin Wu

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要旨

Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols. A variety of widely available reagents, such as acetonitrile, ethers, aliphatic alcohols, and simple alkanes, serve as both the solvent and coupling partner. The transformation proceeds via sequential vinyl radical-mediated HAT and intramolecular vinyl migration, in which two inert C(sp3)–H bonds and one C–C bond are homolysed. The reaction also features broad functional group tolerance, good regio-/chemo-selectivity, and synthetic step-economy.

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Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 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

Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

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