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.
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.
Wen
Lirong
L
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.
Ji
Chen
C
Li
Yafeng
Y
Li
Ming
M
D000083:Acetanilides / Q000737:chemistry*; D000537:Aluminum Oxide / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005459:Fluorides / Q000737:chemistry*; D008872:Microwaves; D011092:Polyethylene Glycols / Q000737:chemistry*; D017680:Potassium Compounds / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis*
D000083:Acetanilides; D017680:Potassium Compounds; D011725:Pyridines; C545232:beta-(2-chloroaroyl)thioacetanilide; D011092:Polyethylene Glycols; C033320:potassium fluoride; D000537:Aluminum Oxide; D005459:Fluorides