可见光照射下丙炔酸乙酯、烯烃和二苯基二硒醚的高选择性三组分偶联反应
Highly Selective Three-Component Coupling of Ethyl Propiolate, Alkenes, and Diphenyl Diselenide under Visible-Light Irradiation.
作者信息
Ogawa Akiya, Doi Mikio, Ogawa Ikuko, Hirao Toshikazu
机构信息
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan), Fax: (+81) 6-6879-7414.
出版信息
Angew Chem Int Ed Engl. 1999 Jul 12;38(13-14):2027-2029. doi: 10.1002/(SICI)1521-3773(19990712)38:13/14<2027::AID-ANIE2027>3.0.CO;2-M.
Abstract
Just the right strength of carbon-radical trapping by diphenyl diselenide facilitates its selective three-component coupling with an electron-poor alkyne and an electron-rich alkene [Eq. (1)]. In contrast, (PhS) is too weak and (PhTe) too strong a radical trap, and polymerization of the unsaturated compounds and addition of (PhTe) to the alkyne occur, respectively.
摘要
二苯基二硒醚捕获碳自由基的强度恰到好处，有利于其与贫电子炔烃和富电子烯烃进行选择性的三组分偶联反应[方程式(1)]。相比之下，(PhS)捕获自由基的能力过弱，而(PhTe)捕获自由基的能力过强，分别导致不饱和化合物发生聚合以及(PhTe)加成到炔烃上。
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