Issue 97, 2014

Highly diastereoselective synthesis of quinoline-2,5-diones and pyrazolo[3,4-b]pyridin-6(7H)-ones under microwave irradiation

Abstract

A new and flexible three-component reaction has been established for the highly diastereoselective synthesis of bicyclic hexahydroquinoline-2,5-diones and pyrazolo[3,4-b]pyridin-6(7H)-ones using low-cost and readily accessible 4-hydroxypyran-2-ones, aromatic aldehydes, N-aryl enaminones and pyrazole-5-amines. This reaction process involves a Knoevenagel condensation/Michael addition cyclization/ring-opening of 4-hydroxypyran-2-one sequence.

Graphical abstract: Highly diastereoselective synthesis of quinoline-2,5-diones and pyrazolo[3,4-b]pyridin-6(7H)-ones under microwave irradiation

Supplementary files

Article information

Article type
Paper
Submitted
09 Sep 2014
Accepted
17 Oct 2014
First published
17 Oct 2014

RSC Adv., 2014,4, 54480-54486

Author version available

Highly diastereoselective synthesis of quinoline-2,5-diones and pyrazolo[3,4-b]pyridin-6(7H)-ones under microwave irradiation

B. Jiang, Y. Liang, L. Kong, X. Tu, W. Hao, Q. Ye and S. Tu, RSC Adv., 2014, 4, 54480 DOI: 10.1039/C4RA10096D

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