Photocatalytic, Phosphoranyl Radical-Mediated N–O Cleavage of Strained Cycloketone Oximes,Organic Letters

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Photocatalytic, Phosphoranyl Radical-Mediated N–O Cleavage of Strained Cycloketone Oximes
Organic Letters ( IF 4.9 ) Pub Date : 2019-04-03 00:00:00 , DOI: 10.1021/acs.orglett.9b00651
Peng-Ju Xia ₁ , Zhi-Peng Ye ₁ , Yuan-Zhuo Hu ₁ , Dan Song ₁ , Hao-Yue Xiang ₁ , Xiao-Qing Chen _{1,

2} , Hua Yang _{1,

2}

Affiliation

A photoinduced, phosphoranyl radical-mediated protocol for the direct N–O cleavage of strained cycloketone oximes via a polar/SET crossover process was developed for the first time. This visible-light-driven direct N–O activation mode for oxime offers beneficial features such as streamlined synthetic process and versatile photochemical reactivities. Consequently, the alkenes and α-trifluoromethyl alkenes with varied electronic and structural features acted as competent radical receptors in this protocol, enabling facile accesses to a range of elongated cyano and/or gem-difluoroalkene-bearing compounds.

中文翻译：

光催化，磷酰基自由基介导的应变环酮肟的N-O裂解。

首次开发了一种光诱导的磷酰基自由基介导的协议，该协议可通过极性/ SET交叉过程直接对应变环酮肟进行N-O裂解。肟的这种可见光驱动的直接N–O活化模式提供了有益的功能，例如简化的合成过程和多种光化学反应性。因此，具有不同电子和结构特征的烯烃和α-三氟甲基烯烃在该方案中充当有效的自由基受体，从而使得能够容易地获得一系列伸长的氰基和/或含宝石-二氟烯烃的化合物。

更新日期：2019-04-03

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