Application of beta-(2-chloroaroyl)thioacetanilide in synthesis(III): an efficient three-component synthesis of thiochromeno[2,3-b]pyridines catalyzed by KF/neutral Al2O3 co-operated with PEG 6000 under microwave irradiation

Lirong Wen; Chen Ji; Yafeng Li; Ming Li

doi:10.1021/cc800136s

Application of beta-(2-chloroaroyl)thioacetanilide in synthesis(III): an efficient three-component synthesis of thiochromeno[2,3-b]pyridines catalyzed by KF/neutral Al2O3 co-operated with PEG 6000 under microwave irradiation

J Comb Chem. 2009 Sep-Oct;11(5):799-805. doi: 10.1021/cc800136s.

Authors

Lirong Wen¹, Chen Ji, Yafeng Li, Ming Li

Affiliation

¹ Key Laboratory of Eco-Chemical Engineering, Ministry of Education, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, PR China.

PMID: 19630426
DOI: 10.1021/cc800136s

Abstract

A series of new functionalized thiochromeno[2,3-b]pyridine derivatives have been synthesized via a sequence of Knoevenagel condensation, Michael addition, cyclization, and intramolecular nucleophilic substitution, which is first catalyzed by KF/neutral Al(2)O(3) cooperated with PEG 6000 under microwave irradiation. Experimental results indicated that among the catalysts tested, KF/ neutral Al(2)O(3) with PEG 6000 exhibits the best catalytic activity, which leads to a substantial improvement in the overall yield and purity of the desired final products and significantly shorter reaction time.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetanilides / chemistry*
Aluminum Oxide / chemistry*
Catalysis
Combinatorial Chemistry Techniques
Fluorides / chemistry*
Microwaves*
Polyethylene Glycols / chemistry*
Potassium Compounds / chemistry*
Pyridines / chemical synthesis*

Substances

Acetanilides
Potassium Compounds
Pyridines
beta-(2-chloroaroyl)thioacetanilide
Polyethylene Glycols
potassium fluoride
Aluminum Oxide
Fluorides