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Synthesis of pyrrolo[3,4‐ c ]pyridazines
Author(s) -
Poschenrieder Hermann,
Stachel HansDietrich
Publication year - 1995
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.5570320507
Subject(s) - wittig reaction , chemistry , sodium borohydride , diazomethane , pyridazine , yield (engineering) , diazo , ylide , tandem , annulation , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , materials science , metallurgy , composite material
We have prepared the pyrrolopyridazines 7a‐f starting from the diazo compounds 4 . The synthesis involves a tandem condensation‐aza‐Wittig reaction or a combination of Wittig and aza‐Wittig reactions as key steps. Reaction of pyridazine 7d with diazomethane results in C ‐methylation to yield 7g . Sodium borohydride reduces 7d to either the dihydropyridazine 12 or the hydroxylactam 13b depending of the reaction conditions.