Hexafluoroisopropanol-Mediated Redox-Neutral α-C(sp3)-H Functionalization of Cyclic Amines via Hydride Transfer

被引：36
|
作者：
Shen, Yao-Bin [1 ]
Wang, Lin-Xuan [1 ]
Sun, Yun-Ming [1 ]
Dong, Feng-Ying [1 ]
Yu, Liping [3 ]
Liu, Qing [4 ]
Xiao, Jian [1 ,2 ]
机构：
[1] Qingdao Agr Univ, Sch Chem & Pharmaceut Sci, Qingdao 266109, Peoples R China
[2] Qingdao Agr Univ, Sch Marine Sci & Engn, Qingdao 266109, Peoples R China
[3] Qingdao Agr Univ, Sch Landscape Architecture & Forestry, Qingdao 266109, Peoples R China
[4] Shandong Univ Sci & Technol, Coll Chem & Environm Engn, Qingdao 266590, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 04期
关键词：
C-H FUNCTIONALIZATION; C(SP(3))-H BOND FUNCTIONALIZATION; FLUORINATED ALCOHOLS; BRONSTED ACID; CASCADE; TANDEM; TRANSFER/CYCLIZATION; CONSTRUCTION; KETENIMINES; CYCLIZATION;
D O I：
10.1021/acs.joc.9b02606
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Hexafluoroisopropanol has been demonstrated as the versatile promoter for redox-neutral alpha-C(sp(3))-H functionalization of cyclic amines via the cascade [1,5]-hydride transfer/cyclization strategy. A wide range of cyclic amines are functionalized into bioactive tetrahydroquinolines, quinazolines, benzoxazines, and benzotriazepines in moderate to excellent yields. This protocol features additive-free conditions, operational simplicity, and wide substrate scope.
引用
收藏
页码：1915 / 1926
页数：12
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