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Catalyst-free room-temperature decarboxylative tri- or tetrafunctionalization of alkynyl carboxylic acids with N-fluorobenzenesulfonimide (NFSI) and diselenides
Green Chemistry ( IF 9.8 ) Pub Date : 2018-01-02 00:00:00 , DOI: 10.1039/c7gc03267f
Ying-chun Wang 1, 2, 3, 4, 5 , Li-qiu Liu 1, 2, 3, 4, 5 , Guang-mang Wang 1, 2, 3, 4, 5 , Hui Ouyang 1, 2, 3, 4, 5 , You-ji Li 1, 2, 3, 4, 5
Affiliation  

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.

中文翻译:

N-氟苯磺酰亚胺(NFSI)和二硒化物对炔基羧酸进行无催化剂的室温脱羧三或四官能化

N-氟苯磺酰亚胺(NFSI)与二硒化物的组合允许炔基羧酸在无催化剂的室温条件下快速脱羧三或四官能化。该反应为聚硒取代的烯胺提供了一种新颖而便捷的途径,该烯胺不仅使用NFSI作为有用的氧化剂,而且还用作有效的胺化试剂,显示了广泛的底物范围,并产生了良好或优异的收率。提出了亲电机理进行转化。
更新日期:2018-02-06
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