Synthesis of diverse 4,5-dihydro-3(2H)-pyridazinones on Wang resin

Citation
N. Gouault et al., Synthesis of diverse 4,5-dihydro-3(2H)-pyridazinones on Wang resin, J PHARM PHA, 53(7), 2001, pp. 981-985
Citations number
8
Categorie Soggetti
Pharmacology & Toxicology
Journal title
JOURNAL OF PHARMACY AND PHARMACOLOGY
ISSN journal
00223573 → ACNP
Volume
53
Issue
7
Year of publication
2001
Pages
981 - 985
Database
ISI
SICI code
0022-3573(200107)53:7<981:SOD4OW>2.0.ZU;2-M
Abstract
An efficient solid-phase synthesis of structurally diverse 4,5-dihydro-3(2H )-pyridazinones is described using readily available substituted 4-oxo-buta noic acids. Polymer-supported gamma -ketoesters prepared from Wang resin re acted with several hydrazines to afford the corresponding hydrazones. A pro tocol developed in mild conditions without isolating the intermediate hydra zone led to pyridazinones in good yields after a cyclization cleavage appro ach. This successful strategy represents an attractive method for a rapid s ynthesis of heterocyclic libraries for biological evaluation.