锌介导的炔酰胺串联氧化/卤化反应合成α-卤代酰胺

doi:10.6023/cjoc201811007

有机化学 ›› 2019, Vol. 39 ›› Issue (4): 1102-1108.DOI: 10.6023/cjoc201811007 上一篇下一篇

研究论文

锌介导的炔酰胺串联氧化/卤化反应合成α-卤代酰胺

朱建荣^a, 任小娟^a, 唐飞宇^a, 潘飞^b, 叶龙武^b

a 浙江京新药业股份有限公司新昌 312500;
b 厦门大学化学化工学院厦门 361005

收稿日期:2018-11-05 修回日期:2018-11-29 发布日期:2018-12-17
通讯作者: 朱建荣, 叶龙武 E-mail:zhujianrong@jingxinpharm.com;longwuye@xmu.edu.cn
基金资助:
浙江省重点研发计划（No.2017C03002）和国家自然科学基金（No.21572186）资助项目.

Synthesis of α-Halo Amides via Zinc-Mediated Tandem Oxidation/Halogenation of Ynamides

Zhu Jianrong^a, Ren Xiaojuan^a, Tang Feiyu^a, Pan Fei^b, Ye Longwu^b

a Zhejiang Jingxin Pharmaceutical CO., LTD., Xinchang 312500;
b College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005

Received:2018-11-05 Revised:2018-11-29 Published:2018-12-17
Contact: 10.6023/cjoc201811007 E-mail:zhujianrong@jingxinpharm.com;longwuye@xmu.edu.cn
Supported by:
Project supported by the Key R&D Program of Zhejiang Province (No.2017C03002) and the National Natural Science Foundation of China (No.21572186).

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摘要/Abstract

α-卤代酰胺是一类十分重要的羰基化合物，广泛存在于众多天然产物和生物活性分子之中.本工作实现了通过卤化锌同时作为催化剂和卤素源的炔酰胺串联氧化/卤化反应，从而避免使用其他的外加卤化试剂.该反应可以中等到良好的产率得到一系列合成上非常有用的α-卤代酰胺化合物.

关键词: α-卤代酰胺, 氧化反应, 炔酰胺, 串联反应

α-Haloamides are a very important class of carbonyl compounds, and widely exist in a range of natural products and bioactive molecules. Herein, the realization of the tandem oxidation/halogenation of ynamides by employing the zinc halide as both the catalyst and the halogen source is described, thus avoiding the use of other external halogenating reagents. This method allows the practical synthesis of a variety of valuable α-haloamides in moderate to good yields.

Key words: α-halo amides, oxidation, ynamide, tandem reaction

引用此文

朱建荣, 任小娟, 唐飞宇, 潘飞, 叶龙武. 锌介导的炔酰胺串联氧化/卤化反应合成α-卤代酰胺[J]. 有机化学, 2019, 39(4): 1102-1108.

Zhu Jianrong, Ren Xiaojuan, Tang Feiyu, Pan Fei, Ye Longwu. Synthesis of α-Halo Amides via Zinc-Mediated Tandem Oxidation/Halogenation of Ynamides[J]. Chin. J. Org. Chem., 2019, 39(4): 1102-1108.

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锌介导的炔酰胺串联氧化/卤化反应合成α-卤代酰胺

Synthesis of α-Halo Amides via Zinc-Mediated Tandem Oxidation/Halogenation of Ynamides

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