研究论文

三氟甲磺酸酐介导炔酰胺与吡啶加成反应的研究

  • 宋昊儒 ,
  • 孙建婷 ,
  • 吕敏 ,
  • 刘艺雯 ,
  • 魏邦国
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  • a 南京大学化学化工学院 南京 210046
    b 复旦大学药学院 上海 200032

收稿日期: 2022-03-31

  修回日期: 2022-04-29

  网络出版日期: 2022-05-27

基金资助

国家自然科学基金(21772027)

Trifluoromethyl Sulfonic Anhydride Mediated Addition of Pyridine with Ynamides

  • Haoru Song ,
  • Jianting Sun ,
  • Min LÜ ,
  • Yiwen Liu ,
  • Bangguo Wei
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  • a School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu 210046
    b School of Pharmacy, Fudan University, Shanghai 200032

Received date: 2022-03-31

  Revised date: 2022-04-29

  Online published: 2022-05-27

Supported by

National Natural Science Foundation of China(21772027)

摘要

基于三氟甲磺酸酐介导炔酰胺与吡啶加成反应, 建立了含烯胺结构吡啶季铵盐的合成方法. 经过13个底物拓展验证, 采用该方法制备含烯胺结构吡啶季铵盐的收率在65%~90%之间. 该方法中吡啶氮原子高区域选择性地与炔酰胺叁键的α位进行加成, 且产物以Z构型为主(Z:E>20:1).

本文引用格式

宋昊儒 , 孙建婷 , 吕敏 , 刘艺雯 , 魏邦国 . 三氟甲磺酸酐介导炔酰胺与吡啶加成反应的研究[J]. 有机化学, 2022 , 42(8) : 2433 -2437 . DOI: 10.6023/cjoc202203061

Abstract

A convenient approach to pyridine quaternary ammonium salts containing enamine fragment has been developed, which features a trifluoromethyl sulfonic anhydride mediated regioselective addition process of pyridine with ynamides. Using this method, a variety of substituted pyridine quaternary ammonium salts containing enamine fragment 3a~3m were prepared in moderate to excellent yields with high regioselectivities (Z:E up to 20:1).

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