Visible-Light-Induced Meerwein Cascade Reactions for the Preparation of α-Aryl Esters

Author: Niu Teng-fei   Li Liang   Ni Bang-qing   Bu Mei-jie   Cai Chun   Jiang Hui-liang  

Publisher: Blackwell Publishing

E-ISSN: 1099-0690|2015|26|5775-5780

ISSN: 1434-193X

Source: European Journal of Organic Chemistry, Vol.2015, Iss.26, 2015-09, pp. : 5775-5780

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Abstract

A practical strategy has been developed for preparation of α-aryl ester derivatives by using a visible-light-induced Meerwein cascade reaction. This method uses molecular oxygen as an oxidant at room temperature without the need of hazardous reagents or harsh reaction conditions and provides a straightforward approach to pharmaceutically and synthetically useful α-aryl esters in moderate to good yields from simple and readily available starting materials. Oxindoles were also prepared by this protocol. A new strategy for the synthesis of α-aryl esters has been reported. This protocol utilizes acrylonitrile as a “bridge molecule” to combine a visible-light-induced Meerwein reaction and a hydrolysis reaction to generate α-aryl esters. This method was also employed for the preparation of oxindoles.

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