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Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes
Synthesis ( IF 2.6 ) Pub Date : 2019-12-04 , DOI: 10.1055/s-0039-1690756
Sumin Lee 1 , Young Jin Jang 1 , Erik J T Phipps 1 , Honghui Lei 1 , Tomislav Rovis 1
Affiliation  

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 products in 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.

中文翻译:

铑(III)催化的三组分1,2-未活化的末端烯烃的胺化反应

我们报告了使用亲电子的氮源和胺亲核试剂对简单的未活化烯烃进行三组分加成反应。该反应可通过一锅法从末端烯烃快速获得1,2-邻位二胺。转化过程顺利进行,对各种伯胺和仲胺具有极好的耐受性,从而以良好的收率和区域选择性提供了所需的产物。提出该机理是通过Rh(III)催化的烯烃的叠氮化并随后被伯胺或仲胺开环而进行的。
更新日期:2019-12-05
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