γ,δ,ε-C(sp3)-H Functionalization through Directed Radical H-Abstraction

被引:109
|
作者
Liu, Tao [1 ]
Mei, Tian-Sheng [1 ]
Yu, Jin-Quan [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
ALPHA-AMINO-ACIDS; PALLADIUM-CATALYZED ARYLATION; C(SP(3))-H BONDS; PHOTOCHEMICAL REACTION; ALKOXY RADICALS; ALKYLATION; LIGAND; OLEFINATION; ACTIVATION; SP(2);
D O I
10.1021/jacs.5b02065
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aliphatic amides are selectively functionalized at the gamma- and delta-positions through directed radical 1,5 and 1,6 H-abstractions, respectively, The initially gamma- or delta-lactams are intercepted. by N-iodosuccinimide and trimethylsilyl azide, leading to double and triple C-H functionalizations at the gamma, delta-, and epsilon-positions. This new reactivity is exploited to convert alkyls into amino alcohols and allylic amines.
引用
收藏
页码:5871 / 5874
页数:4
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