Palladium-Catalyzed Diamination of Unactivated Alkenes Using N-Fluorobenzenesulfonimide as Source of Electrophilic Nitrogen

被引:220
|
作者
Sibbald, Paul A. [1 ]
Michael, Forrest E. [1 ]
机构
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
基金
美国国家科学基金会;
关键词
PROMOTED INTRAMOLECULAR DIAMINATION; OXIDATIVE DIAMINATION; 1,2-DIAMINATION; COMPLEXES;
D O I
10.1021/ol9000087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A remarkable Pd-catalyzed diamination of unactivated alkenes using N-fluorobenzenesulfonimide (NFBS) as an aminating reagent is described. The reaction occurs In an intra/Intermolecular fashion, Incorporating one nitrogen donor from the substrate and the other from the NFBS, thereby generating cyclic diamine derivatives In a single step. The products are differentially protected at both nitrogens, allowing for maximal synthetic flexibility. The Intermediacy of the Pd(IV) species Is proposed to be responsible for the unusual reactivity of NFBS.
引用
收藏
页码:1147 / 1149
页数:3
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