铑（III）催化的未活化末端烯烃的三组分1,2-二胺化反应
Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes.
作者信息
Lee Sumin, Jang Young Jin, Phipps Erik J T, Lei Honghui, Rovis Tomislav
机构信息
Department of Chemistry, Columbia University, New York, NY 10027, USA.
出版信息
Synthesis (Stuttg). 2020;52(8):1247-1252. doi: 10.1055/s-0039-1690756.
Abstract
We report a three-component diamination of simple unactivated alkenes using an electrophilic nitrene source and amine nucleophiles. The reaction provides rapid access to 1,2-vicinal diamines from terminal alkenes through a one-pot protocol. The transformation proceeds smoothly with excellent tolerance for a broad array of primary and secondary amines, affording the desired product with good yield and regioselectivity. The mechanism is proposed to proceed through a Rh(III)-catalyzed aziridination of alkenes with subsequent ring opening by primary or secondary amines.
摘要
我们报道了一种使用亲电氮烯源和胺亲核试剂对简单未活化烯烃进行三组分双胺化反应。该反应通过一锅法从末端烯烃快速制备1,2-邻位双胺。该转化反应顺利进行，对多种伯胺和仲胺具有优异的耐受性，能以良好的产率和区域选择性得到所需产物。提出的反应机理是通过Rh(III)催化烯烃的氮杂环丙烷化反应，随后伯胺或仲胺开环。
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