Copper-Catalyzed Intermolecular Aminoazidation of Alkenes

被引:171
|
作者
Zhang, Bo [1 ]
Studer, Armido [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
关键词
PROMOTED INTRAMOLECULAR CARBOAMINATION; CLICK-CHEMISTRY; OXIDATIVE DIAMINATION; MECHANISTIC PATHWAYS; ASYMMETRIC-SYNTHESIS; UNACTIVATED ALKENES; PALLADIUM; NITROGEN; AZIDES; AMINOOXYGENATION;
D O I
10.1021/ol500513b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed intermolecular aminoazidation of alkenes is described. This novel methodology provides an efficient approach to vicinal amino azides which can easily be transformed into other valuable amine derivatives. The commercially available N-fluorobenzenesulfonimide (NFSI) is used as a nitrogen-radical precursor and TMSN3 as the N-3 source. Yields are moderate to excellent, and for internal alkenes aminoazidation occurs with excellent diastereoselectivity.
引用
收藏
页码:1790 / 1793
页数:4
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