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Pyridazines. XXVI . A novel synthesis of pyrano[2,3‐ d ]pyridazines
Author(s) -
Heinisch Gottfried,
Holzer Wolfgang,
Nawwar Galal A. M.
Publication year - 1986
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.5570230119
Subject(s) - chemistry , pyridazine , ring (chemistry) , combinatorial chemistry , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry
A novel approach to the title ring system starting with conveniently available cinnamoylacetonitrile ( 1 ) is proposed. It involves the Japp‐Klingemann reaction of 1 followed by thermally induced cyclisation of hydrazones 2 and subsequent addition of the resulting pyridazine derivatives 3 to 2‐substituted cinnamonitriles 4a, 4b. The structures of the pyrano[2,3‐ d ]pyridazines 5a, 5b , thus obtained, were established on basis of spectroscopic data.