Synthesis ( IF 2.2 ) Pub Date : 2017-10-19 , DOI: 10.1055/s-0036-1591500 Tehshik Yoon 1 , Adrian Amador 1 , Evan Sherbrook 1 , Zhan Lu 2
Abstract
A method for intermolecular [3+2] cycloaddition between aryl cyclopropyl ketones and alkenes involving the combination of Lewis acid and photoredox catalysis is reported. In contrast to other more common methods for [3+2] cycloaddition, these conditions operate using a broad range of both electron-rich and electron-deficient reaction partners. The critical factors predicting the success of these reactions is the redox potential of the cyclopropyl ketone and the ability of the alkene to stabilize a key radical intermediate.
A method for intermolecular [3+2] cycloaddition between aryl cyclopropyl ketones and alkenes involving the combination of Lewis acid and photoredox catalysis is reported. In contrast to other more common methods for [3+2] cycloaddition, these conditions operate using a broad range of both electron-rich and electron-deficient reaction partners. The critical factors predicting the success of these reactions is the redox potential of the cyclopropyl ketone and the ability of the alkene to stabilize a key radical intermediate.
中文翻译:
串联路易斯酸光氧化还原催化实现的自由基阴离子[3 + 2]环加成反应的通用协议
摘要
报道了涉及路易斯酸和光氧化还原催化作用的芳基环丙基酮与烯烃之间的分子间[3 + 2]环加成的方法。与其他更常见的[3 + 2]环加成方法相比,这些条件使用大量富电子和缺电子反应伙伴进行操作。预测这些反应成功的关键因素是环丙基酮的氧化还原电势和烯烃稳定关键自由基中间体的能力。
报道了涉及路易斯酸和光氧化还原催化作用的芳基环丙基酮与烯烃之间的分子间[3 + 2]环加成的方法。与其他更常见的[3 + 2]环加成方法相比,这些条件使用大量富电子和缺电子反应伙伴进行操作。预测这些反应成功的关键因素是环丙基酮的氧化还原电势和烯烃稳定关键自由基中间体的能力。