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双光氧化还原/镍催化 2-芳基氮丙啶与苯甲基三氟硼酸钾的区域选择性交叉偶联:β-取代胺的合成。

Dual Photoredox/Nickel-Catalyzed Regioselective Cross-Coupling of 2-Arylaziridines and Potassium Benzyltrifluoroborates: Synthesis of β-Substitued Amines.

机构信息

CCNU-uOttawa Joint Research Centre, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University , 152 Luoyu Road, Wuhan, Hubei 430079, China.

Hubei Key Laboratory of Processing and Application of Catalytic Materials, Huanggang Normal University , Huanggang, Hubei 438000, China.

出版信息

Org Lett. 2018 Jan 19;20(2):421-424. doi: 10.1021/acs.orglett.7b03747. Epub 2018 Jan 9.

Abstract

A dual visible light photoredox and nickel-catalyzed cross-coupling reaction of 2-arylaziridines and potassium benzyltrifluoroborates is described for the first time. This strategy features high functional group tolerance, exclusive regioselectivity for reaction at the more hindered C-N bond, easily accessible substrates, and mild redox-neutral reaction conditions. A variety of diversely substituted β-substituted amines are obtained in generally good yields.

摘要

首次描述了 2-芳基氮丙啶和苯甲基三氟硼酸钾的双可见光光氧化还原和镍催化交叉偶联反应。该策略具有高官能团容忍度、对更受阻的 C-N 键反应的独特区域选择性、易于获得的底物以及温和的氧化还原中性反应条件。通常以良好的收率获得各种取代的β取代胺。

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