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Heteroaromatic Nucleophilic Substitution Reactions by Phase-Transfer Catalysis– Synthesis of New Alkoxypridazin-3(2H)-ones

✍ Scribed by Gómez-Gil, M. Carmen ;Gómez-Parra, Vicente ;Sánchez, Félix ;Torres, TomáS

Publisher: John Wiley and Sons
Year: 1985
Tongue: English
Weight: 528 KB
Volume: 1985
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198519850717

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✦ Synopsis

Abstract

The synthesis of several 4‐ and 5‐alkoxy‐substituted pyridazin‐3(2__H__)‐ones with hypotensive and β‐blocking activities by phase‐transfer catalysis (PTC) starting from halopyridazin‐3(2__H__)‐ones is described. The nucleophilic displacement reaction proceeds easily at the 5‐position and remarkably slower at the 4‐position. In the case of 4,5‐dihalopyridazin‐3(2__H__)‐ones the PTC methods provide a high regioselectivity towards substitution in 5‐position.

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