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

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 strai...

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Bibliographic Details
Published in:European journal of organic chemistry 2015-09, Vol.2015 (26), p.5775-5780
Main Authors: Niu, Teng-fei, Li, Liang, Ni, Bang-qing, Bu, Mei-jie, Cai, Chun, Jiang, Hui-liang
Format: Article
Language:English
Subjects:
Alcohols
Arenes
Cyanides
Domino reactions
Oxygen
Photochemistry
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Summary: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.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201500659