Copper-Catalyzed Amination of C(sp3)-H bonds: From Anilides to Indolines

被引：9
|
作者：
Long, Jinguo [1 ]
Le, Liyuan [1 ]
Iwasaki, Takanori [2 ,3 ]
Qiu, Renhua [1 ,2 ]
Kambe, Nobuaki [1 ,2 ]
机构：
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemobiosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
[2] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
[3] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1138656, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 02期
关键词：
C-H AMINATION; OXIDATIVE CYCLIZATION; INTRAMOLECULAR C(SP(3))-H; O BOND; AMIDATION; ACTIVATION; ROUTE; REACTIVITY; ARENES; CARBON;
D O I：
10.1021/acs.joc.9b02404
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Copper-catalyzed oxidative intramolecular cyclization of o-alkylated anilines via cleavage of C(sp(3))-H and N-H bonds for the production of indolines is described. This approach provides a straightforward strategy for the synthesis of nitrogen-containing heterocyclic compounds through the functionalization of unactivated C(sp(3))-H bonds with high site selectivity. The present catalytic system shows high preference for functionalization of unactivated C(sp(3))-H bonds over C(sp(2))-H bonds, leading to C-N bond formation.
引用
收藏
页码：482 / 492
页数：11
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