A Novel and Efficient Synthesis of 3,3′-Benzylidenebis(4-hydroxy-6-methylpyridin-2(1H)-one) Derivatives Through a Multi-Component Reaction Catalyzed by l-Proline
Chun-Ling Shi A , Da-Qing Shi B D , Sung Hong Kim C , Zhi-Bin Huang B and Min Ji AA College of Chemistry and Chemical Engineering, Institute of Pharmaceutical Engineering, Southeast University, Nanjing, Jiangsu 210096, China.
B College of Chemistry and Chemical Engineering, Key Laboratory of Organic Synthesis of Jiangsu Province, Suzhou University, Suzhou 215123, China.
C Analysis Research Division, Daegu Center, Korea Basic Science Institute, Daegu 702-701, Korea.
D Corresponding author. Email: dqshi@263.net
Australian Journal of Chemistry 61(7) 547-551 https://doi.org/10.1071/CH08113
Submitted: 19 March 2008 Accepted: 13 May 2008 Published: 16 July 2008
Abstract
N-Substituted pyridinone derivatives are well known for their variety of physiological activities. A series of new 3,3′-benzylidenebis(4-hydroxy-6-methylpyridin-2(1H)-one) derivatives were synthesized by a three-component reaction of an aldehyde, an aniline, and 6-methyl-4-hydroxypyran-2-one in EtOH catalyzed by l-proline. This method is novel and has the advantages of environmental friendliness, high yield, and ease of operation.
Acknowledgements
We are grateful to the Foundation of Key Laboratory of Organic Synthesis of Jiangsu Province and the Key Laboratory of Biotechnology on Medical Plants of Jiangsu Province.
[1]
(a) P. S. Dobbin,
R. C. Hider,
A. D. Hall,
J. Med. Chem. 1993, 36, 2448.
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
|
CAS |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
CAS |
| Crossref | GoogleScholarGoogle Scholar |
| Crossref | GoogleScholarGoogle Scholar |