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Synthesis of a bridgehead nitrogen system. Imidazo[1,5‐ b ]pyridazine derivatives
Author(s) -
Migliara Onofrio,
Petruso Salvatore,
Sprio Vincenzo
Publication year - 1979
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570160605
Subject(s) - chemistry , pyridazine , semicarbazone , intramolecular force , medicinal chemistry , nitrogen , stereochemistry , organic chemistry
3,4‐Dibenzoyl‐2‐oxobutyrate 4‐semicarbazone ( 6a ), ethyl 2,4‐dioxo‐3‐phenacylvalerate 3‐semicarbazone ( 6b ) and diethyl phenacyloxalectate 3‐semicarbazone ( 6c ) via acid catalysed intramolecular cyclization afforded 2‐phenyl‐4‐ R ‐3 H ‐imidazo[1,5‐ d ]pyridazine‐5,7‐(6 H )diones ( 8d,e,f ). Elemental analyses and spectroscopic data (ir, nmr, ms) were in good agreement with the assigned structures.