Metal-Free Iodine/TEMPO-Mediated Aerobic Oxidative Ugi-Type Multicomponent Reactions with Tertiary Amines

被引：26
|
作者：
Li, Dengke [1 ]
Shen, Xianfu [1 ]
Lei, Jian [2 ]
机构：
[1] Qujing Normal Univ, Coll Chem & Environm Sci, Ctr Yunnan Guizhou Plateau Chem Funct Mat & Pollu, Qujing 655011, Yunnan, Peoples R China
[2] Quanzhou Normal Univ, Coll Chem Engn & Mat, Quanzhou 362000, Fujian, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 04期
基金：
中国国家自然科学基金;
关键词：
C-H; DIRECT FUNCTIONALIZATION; CATALYZED OXIDATION; ADJACENT; NITROGEN; CASCADE; AZIDE;
D O I：
10.1021/acs.joc.9b03168
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel aerobic oxidative Ugi-type multicomponent reaction (MCR) with tertiary amines was developed. The reaction was initiated by C(sp(3))-H oxidation of the amine, followed by nucleophilic attack on the highly reactive isocyanide, generating nitrilium ion intermediates. If these intermediates were trapped by water in the system, alpha-amido amines could be delivered as the Ugi-3CR products. If exogenous TMSN3 was added, alpha-tetrazolo amines could be furnished as the first example of oxidative Ugi-azide MCR products.
引用
收藏
页码：2466 / 2475
页数：10
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