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A facile and practical approach to α-ketoamides

A facile and practical approach to α-ketoamides

作     者:Ke Ni Yue Ren Ling-Guo Meng Lei Wang 

作者单位:School of Chemistry and Materials Science Huaibei Normal University 

会议名称:《中国化学会第十四届全国有机合成化学学术研讨会》

会议日期:2017年

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070304[理学-物理化学(含∶化学物理)] 070303[理学-有机化学] 0703[理学-化学] 

基  金:国家自然科学基金(No.21372095)资助项目 国家自然科学基金(No.21402061)资助项目 

关 键 词:α-ketoamides bromoalkynes anilines visible light 

摘      要:Pursuit of a facile and practical platform for the synthesis of α-ketoamides has been attracted the attention of synthetic chemists. The easiest way to think of obtaining α-ketoamides is condensed amines with α-keto acids(α-keto acyl halides).1 In addition, other interesting reactions, such as transition-metal catalyzed double carbonylation,2 peroxide oxidated reaction,3 and so on.4 Interestingly, Jiao have employed terminal alkynes as precursor for preparation of α-ketoamides in the presence of [Cu] catalyst and O2.5 Further, these similar transformations also could be achieved under metal-free conditions.6 However, prominent drawbacks of the above methods are harsh and complicated conditions. Accordingly, continuing to search for more convenient and practical approach to these classic molecular remains a challenge for chemists. Here, a convenient and practical synthetic way to synthesize α-ketoamides from bromoalkynes with anilines via phototriggered organic transformations(C–N coupling and oxidation of acetylene bonds) is developed(cheme-1). This reaction can be furnished without catalytic or photosensitive agents and a wide range of α-ketoamides were obtained with good yields. no metal

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