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

GómezGil M. Carmen | Zendy; GómezParra Vicente | Zendy; Sánchez Félix | Zendy; Torres TomáS | Zendy

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

Author(s) -

GómezGil M. Carmen,

GómezParra Vicente,

Sánchez Félix,

Torres TomáS

Publication year - 1985

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.198519850717

Subject(s) - chemistry , nucleophilic substitution , regioselectivity , catalysis , substitution reaction , nucleophile , alkoxy group , nucleophilic aromatic substitution , phase (matter) , medicinal chemistry , substitution (logic) , combinatorial chemistry , stereochemistry , organic chemistry , alkyl , computer science , programming language

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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