Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 1993-2001.DOI: 10.6023/cjoc201803054 Previous Articles     Next Articles

Special Issue: 有机硅化学合辑



韩宇玲, 仝文婷, 刘慧, 陈建新   

  1. 山西师范大学化学与材料科学学院 临汾 041004
  • 收稿日期:2018-03-30 修回日期:2018-05-13 发布日期:2018-05-24
  • 通讯作者: 陈建新
  • 基金资助:


Synthesis of α-(N-Sulfonyl)amino Amides Derivatives Using Carbamoylsilanes as an Amide Source

Han Yuling, Tong Wenting, Liu Hui, Chen Jianxin   

  1. College of Chemistry and Material Science, Shanxi Normal University, Linfen 041004
  • Received:2018-03-30 Revised:2018-05-13 Published:2018-05-24
  • Contact: 10.6023/cjoc201803054
  • Supported by:

    Project supported by the Shanxi Provincal Foundation for Returness Overseas Scientists (No. 0713), the Natural Science Foundation of Shanxi Province (No. 2012011046-9), and the Foundation of the Modern College of Arts and Science, Shanxi Normal University (No. WL2016CXCY-YJ-30).

α-(N-Sulfonyl)amino amide derivatives are directly synthesized in 71%~89% yields by the reaction of carbamoylsilanes with various N-sulfonylimines in benzene under catalyst-free conditions. The procedure can prepare both tertiary and secondary α-amino amides. A comparison of the results obtained from the N-sulfonylimines containing the variety of alkyl, aryl and heterocyclic ring indicated that the electronic effect was an important factor in the addition reaction, which influenced on the rate and yields of the reaction. The new method is simple and mild procedure, no catalysts conditions, less byproducts and good yields for the preparation of α-aminoamides.

Key words: carbamoylsilane, α-amino amide, N-sulfonylimine, nucleophilic addition, synthetic method