I2/叔丁基过氧化氢促进烯丙基芳烃与二烷基甲酰胺氧化偶联合成α,β-不饱和酰胺

doi:10.6023/cjoc202502023

有机化学

研究论文

I2/叔丁基过氧化氢促进烯丙基芳烃与二烷基甲酰胺氧化偶联合成α,β-不饱和酰胺

苏任华^a, 肖朵朵^*,a, 周鹏^a, 龙义福^b, 刘卫兵^*,a

^a(广东石油化工学院化学学院广东茂名 525000)
^b(深圳市豪龙新材料技术有限公司广东深圳 518110)

收稿日期:2025-02-19 修回日期:2025-05-22
基金资助:
广东省普通高校青年创新人才项目（2023KQNCX043）、茂名绿色化工研究院杨帆计划（MMGCIRI-2022YFJH-Y-037）、国家自然科学基金（21602035）和广东省普通高等学校重点领域专项（2020ZDZX2054）

I2/t-Butylhydroperoxide Mediated Oxidative Coupling of Allylbenzenes with Dialkylformamides to Access α,β-Unsaturated Amides

Su, Renhua^a, Xiao, Duoduo^*,a, Zhou, Peng^a, Long, Yifu^b, Liu, Weibing^*,a

^a(College of Chemistry, Guangdong University of Petrochemical Technology, Maoming, Guangdong 525000)
^b(Shenzhen Haolong New Material Technology Co., Ltd, Shenzhen, Guangdong 518110)

Received:2025-02-19 Revised:2025-05-22
Contact: ^*E-mail: dd.xiao@gdupt.edu.cn; lwb409@gdupt.edu.cn.
Supported by:
Guangdong Provincial Junior Innovative Talents Project for Ordinary Universities (2023KQNCX043), Sailing Plan of Maoming Green Chemical Industry Research Institute (MMGCIRI-2022YFJH-Y-037), the National Natural Science Foundation of China (21602035) and Special Projects in Key Fields of Ordinary Universities of Guangdong Province (2020ZDZX2054)

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摘要/Abstract

报道了一种基于I₂/叔丁基过氧化氢(TBHP)促进一锅法合成α,β-不饱和酰胺的新策略. 该反应通过烯丙基苯与N,N-二烷基甲酰胺的氧化偶联实现. 值得注意的是, N,N-二烷基甲酰胺在该体系中既作为溶剂, 又作为反应物, 显著提升了反应的原子经济性.

关键词: I₂/叔丁基过氧化氢, 烯丙基苯, N,N-二烷基甲酰胺, α,β-不饱和酰胺

A facile one-pot strategy for the synthesis of α,β-unsaturated amides via an I₂/t-Butylhydroperoxide (TBHP)-mediated oxidative system has been reported. The methodology achieves efficient construction of a series of α,β-unsaturated amides through oxidative coupling of allylbenzenes with N,N-dialkylformamides under mild conditions. Notably, the N,N-dialkylformamides serve as both solvents and reactants in this protocol, significantly enhancing the atom economy of the transformation.

Key words: I₂/t-Butylhydroperoxide, Allylbenzenes, N,N-dialkylformamides, α,β-unsaturated amides

引用此文

苏任华, 肖朵朵, 周鹏, 龙义福, 刘卫兵. I2/叔丁基过氧化氢促进烯丙基芳烃与二烷基甲酰胺氧化偶联合成α,β-不饱和酰胺[J]. 有机化学, doi: 10.6023/cjoc202502023.

Su, Renhua, Xiao, Duoduo, Zhou, Peng, Long, Yifu, Liu, Weibing. I2/t-Butylhydroperoxide Mediated Oxidative Coupling of Allylbenzenes with Dialkylformamides to Access α,β-Unsaturated Amides[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202502023.

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I2/叔丁基过氧化氢促进烯丙基芳烃与二烷基甲酰胺氧化偶联合成α,β-不饱和酰胺

I2/t-Butylhydroperoxide Mediated Oxidative Coupling of Allylbenzenes with Dialkylformamides to Access α,β-Unsaturated Amides

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