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迈克尔加成反应与烯基吡啶:有机金属亲核试剂和碳亲电试剂。

Michael Addition with an Olefinic Pyridine: Organometallic Nucleophiles and Carbon Electrophiles.

作者信息

Stentzel Michael R, Klumpp Douglas A

机构信息

Department of Chemistry and Biochemistry Northern Illinois University DeKalb, Illinois 60115, United States.

出版信息

J Org Chem. 2020 Oct 2;85(19):12740-12746. doi: 10.1021/acs.joc.0c00823. Epub 2020 Sep 15.

Abstract

The conjugate addition reactions of -1,2-di(2-pyridyl)ethylene have been studied. This substrate reacts with organolithium nucleophiles, and the resulting anionic intermediates may be trapped by proton or various carbonyl-based electrophiles. It is suggested that the dipyridyl structure stabilizes the intermediate carbanion, allowing the Michael adduct to be captured by an added electrophile.

摘要

对-1,2-二(2-吡啶基)乙烯的共轭加成反应进行了研究。该底物与有机锂亲核试剂反应,生成的阴离子中间体可被质子或各种基于羰基的亲电试剂捕获。有人认为,二吡啶结构使中间体碳负离子稳定,从而使迈克尔加成物能被添加的亲电试剂捕获。

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