Catalyst-free room-temperature decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids with N-fluorobenzenesulfonimide (NFSI) and diselenides

被引：45

作者：

Wang, Ying-chun ^{[1
]}

Liu, Li-qiu ^{[1
]}

Wang, Guang-mang ^{[1
]}

Ouyang, Hui ^{[1
]}

Li, You-ji ^{[1
]}

机构：

[1] Jishou Univ, Coll Chem & Chem Engn, Hunan Engn Lab Analyse & Drugs Dev Ethnomed Wulin, Jishou 416000, Peoples R China

来源：

GREEN CHEMISTRY | 2018年 / 20卷 / 03期

基金：

中国国家自然科学基金;

关键词：

C-N; METAL-FREE; ALPHA; BETA-UNSATURATED ACIDS; ARYLPROPIOLIC ACIDS; PROPIOLIC ACIDS; COPPER; BONDS; FUNCTIONALIZATION; ALKYLATION; AMINATION;

D O I：

10.1039/c7gc03267f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The combination of N-fluorobenzenesulfonimide (NFSI) with diselenides allowed the rapid decarboxylative tri-or tetrafunctionalization of alkynyl carboxylic acids under catalyst-free room-temperature conditions. This reaction offers a novel and facile route to polyseleno-substituted enamines, which employs NFSI not only as a useful oxidant but also as an efficient amination reagent, displays a broad substrate scope and results in good to excellent yields. An electrophilic mechanism is proposed for the transformation.

引用

页码：604 / 608

页数：5

共 2 条

[1] Transition-metal-free visible-light photoredox catalysis at room-temperature for decarboxylative fluorination of aliphatic carboxylic acids by organic dyes
Wu, Xinxin
Meng, Chunna
Yuan, Xiaoqian
Jia, Xiaotong
Qian, Xuhong
Ye, Jinxing
CHEMICAL COMMUNICATIONS, 2015, 51 (59) : 11864 - 11867
[2] Catalyst-Free Alkylation of Sulfinic Acids with Sulfonamides via Sp3 C-N Bond Cleavage at Room Temperature
Liu, Cong-Rong
Li, Man-Bo
Cheng, Dao-Juan
Yang, Cui-Feng
Tian, Shi-Kai
ORGANIC LETTERS, 2009, 11 (12) : 2543 - 2545

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