Synthesis of nitrogen-tethered 1,6-enynes through CuI/TFA catalysis

文献情報

出版日 2021-12-03

DOI 10.1039/D1QO01358K

インパクトファクター 5.281

著者

Leilei Cao, Liliang Huang, Xianjun Xu

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要旨

A novel method for the concise and effective construction of nitrogen-tethered 1,6-enynes in moderate to good yields was developed. This transformation involves a TFA-promoted Pictet–Spengler reaction/iminium formation, copper-catalyzed alkyne–iminium ene reaction/alkynylation of a 2-arylethan-1-amine, formaldehyde solution, and a terminal alkyne. The process features exclusive chemoselectivity, simple operation, and high atom economy. Preliminary experimental studies suggest that the alkyne–iminium ene reaction involving an intermolecular hydride transfer is the key step in the current methodology.

掲載誌

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

Synthesis of nitrogen-tethered 1,6-enynes through CuI/TFA catalysis

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