Palladium-catalyzed directing group assisted and regioselectivity reversed cyclocarbonylation of arylallenes with 2-iodoanilines

文献情報

出版日 2020-12-07

DOI 10.1039/D0QO01404D

インパクトファクター 5.281

著者

Jian-Shu Wang, Lingyun Yao, Jun Ying, Xiaoling Luo

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要旨

A palladium-catalyzed regioselective cyclocarbonylation of N-(2-pyridyl)sulfonyl (N-SO2Py)-2-iodoanilines with allenes has been developed. With the assistance of the directing group N-SO2Py, the regioselectivity of arylallenes was reversed and the reaction proceeded well to give various 3-methylene-2,3-dihydroquinolin-4(1H)-ones with up to 95% yield by using benzene-1,3,5-triyl triformate (TFBen) as the CO source. Control experiments and DFT calculations were performed to understand the reaction details and a possible reaction mechanism is proposed accordingly.

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

Palladium-catalyzed directing group assisted and regioselectivity reversed cyclocarbonylation of arylallenes with 2-iodoanilines

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