Aminobromination of β-Nitrostyrene Derivatives with N,N-Dibromourethane as the Aminobrominating Reagent

被引：23

作者：

Chen, Zhan-Guo ^{[1
,2
]}

Zhao, Peng-Fei ^{[1
,2
]}

Wang, Yun ^{[1
,2
]}

机构：

[1] Shaanxi Normal Univ, Sch Chem & Mat Sci, Xian 710062, Peoples R China

[2] Key Lab Macromol Sci Shaanxi Prov, Xian 710062, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 29期

关键词：

Amination; Halogenation; Regioselectivity; Electrophilic addition; Synthetic methods; CATALYTIC AMINOHALOGENATION REACTION; STEREOSELECTIVE AMINOHALOGENATION; N-BROMOACETAMIDE; PSEUDO-HALOGENS; NITROGEN; OLEFINS; AMINOCHLORINATION; KETONES; FACILE; N; N-DICHLORO-P-TOLUENESULFONAMIDE;

D O I：

10.1002/ejoc.201100751

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise and efficient aminobromination reaction for beta-nitrostyrene derivatives by treatment with N,N-dibromourethane was developed. For the beta-nitrostyrene derivatives, the aminobromination successfully proceeded at room temperature in CH3CN without catalysis or protection by an inert gas and gave products in excellent yields (80-97%). For the beta-methyl analogs, the reaction proceeded smoothly with anhydrous K2CO3 as a catalyst under the same conditions to provide the aminobrominated products in good yields (53-78%). A possible pathway for this electrophilic addition reaction is proposed.

引用

收藏

页码：5887 / 5893

页数：7

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