Unexpected C-C bond cleavage of -nitroketone in the presence of TsNBr2: A new pathway for C-N bond formation

被引：13
|
作者：
Sarma, Manas Jyoti [1 ]
Phukan, Prodeep [1 ]
机构：
[1] Gauhati Univ, Dept Chem, Gauhati 781014, Assam, India
来源：
SYNTHETIC COMMUNICATIONS | 2016年 / 46卷 / 03期
关键词：
Amide; C-C bond cleavage; C-N bond formation; alpha-nitroketone; TsNBr2; CATALYST-FREE PROTOCOL; ALPHA-NITRO-KETONES; BROMAMINE-T; H AMINATION; STEREOSELECTIVE-SYNTHESIS; FACILE GENERATION; AQUEOUS-MEDIA; CHLORAMINE-T; OLEFINS; AZIRIDINATIONS;
D O I：
10.1080/00397911.2015.1135348
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new catalyst-free protocol for C-N bond formation via the cleavage of -nitroketone has been developed. When -nitroketones are treated with TsNBr2 in the presence of potassium carbonate, unexpected cleavage of C(O)-CHNO2 bond of -nitroketone was observed followed by the formation of corresponding amide. Various nitroketones could be converted to corresponding amide using this procedure.
引用
收藏
页码：257 / 262
页数：6
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