Water-enabled α-C(sp3)-H amination via [1,6]-hydride transfer: green access to diazepino[6,5,4-cd]indoles

被引:1
作者
Shen, Yao-Bin [1 ]
Wang, Xiao-Lin [2 ,3 ]
Zhuang, Qian-Hao [2 ,3 ]
An, Xiao-De [2 ]
Qiu, Bin [2 ]
Wang, Houchen [1 ]
Shi, Tiesheng [1 ]
Xiao, Jian [2 ,3 ]
机构
[1] Zaozhuang Univ, Coll Chem Chem Engn & Mat Sci, Zaozhuang 277160, Shandong, Peoples R China
[2] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Shandong, Peoples R China
[3] Qingdao Agr Univ, Coll Plant Hlth & Med, Qingdao 266109, Shandong, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2025年 / 12卷 / 02期
基金
中国国家自然科学基金;
关键词
CONSTRUCTION; DERIVATIVES; CASCADE; FUNCTIONALIZATION;
D O I
10.1039/d4qo01761g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Water is an ideal green reaction medium in organic synthesis, and the development of water-enabled transformations to synthesize high value-added molecules is particularly attractive but challenging. Herein, we disclosed the water-enabled alpha-C(sp3)-H amination of 4-dialkylamino-indole-3-carbaldehydes with primary amines for one-step green synthesis of diazepino[6,5,4-cd]indole derivatives. This reaction proceeded via a cascade aldimine condensation/[1,6]-hydride transfer/cyclization sequence, which featured redox-neutral conditions, water as the green reaction medium, simple operation, high atom- and step-economy, and excellent functional group tolerance.
引用
收藏
页码:591 / 598
页数:8
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