Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (4): 450-453. Previous Articles    

苯基磺酸官能化分子筛催化合成香豆素类化合物

杨建明, 吕剑*   

  1. 西安近代化学研究所 西安 710065
  • 收稿日期:2003-06-02 修回日期:2003-09-10 接受日期:2003-10-20 发布日期:2022-09-19

Synthesis of Substituted Coumarin Compounds on Phenylsulfonic Acid Functionalized Molecular Sieve

YANG, Jian-Ming, LÜ, Jian*   

  1. Xi'an Institute of Modern Chemistry, Xi'an 710065
  • Received:2003-06-02 Revised:2003-09-10 Accepted:2003-10-20 Published:2022-09-19
  • Contact: *E-mail: lvjian204@263.net; Tel: (029)8291213; Fax: (029)8291213.

A series of substituted coumarin derivatives were synthesized by Pechmann condensation reactions of substituted phenols with acetacetic ester in the presence of phenylsulfonic acid functionalizedMSU material as a solid acid catalyst. The reaction condition of substituted phenols with acetacetic ester on the catalyst was mild and the products were easilyobtained with high yields. The effects of hydroxyl groups in the different positions of the aromatic ring on the reaction were investigated. The results showedthat the hydroxyl group in the meto-position is favorable to the condensationreaction, and the one in the para-position is less favorable to the reaction. It also demonstrated that the catalytic active site of the solid acid is Brønsted protonic acid.

Key words: solid acid, meso-porous molecular sieve, coumarin, Pechmann condensation