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Journal of Chinese Pharmaceutical Sciences ›› 2017, Vol. 26 ›› Issue (3): 163-172.DOI: 10.5246/jcps.2017.03.016

• Original articles •     Next Articles

Synthesis of tetrahydrofuro[3,2-b]quinolin-2(3H)-one derivatives from 2-aminobenzaldehydes and α-angelica lactone via a tandem Aldol/Michael addition

Ling Ji, Dawei Yin, Xin Wang*, Runtao Li*   

  1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Science, Peking University Health Science Center, Beijing 100191, China
  • Received:2016-11-29 Revised:2017-02-05 Online:2017-03-30 Published:2017-02-23
  • Contact: Tel.: +86-010-82801504, Fax: +86-010-82716956, E-mail: xinwang@bjmu.edu.cn, lirt@bjmu.edu.cn
  • Supported by:
    National Natural Science Foundation of China (Grant No. 21372019).

Abstract:

An efficient synthesis of tetrahydrofuro[3,2-b]quinolin-2(3H)-ones from α-angelica lactone and 2-aminobenzaldehydes via a tandem Aldol-Michael addition is described. The reactions were carried out using DBU as the base in i-PrOH at 0 °C, affording tetrahydrofuro[3,2-b]quinolin-2(3H)-ones in moderate to good yields.

Key words: Aldol/Michael tandem cyclization, Tetrahydroquinoline, Furanone

CLC Number: 

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