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Bis‐Pyrazolones as azodienophiles
Author(s) -
Gillis Bernard T.,
Valentour James C.
Publication year - 1970
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.5570070520
Subject(s) - chemistry , pyrazolones , cyclopentadiene , 1,3 butadiene , medicinal chemistry , stereochemistry , organic chemistry , catalysis
Lead tetraacetate oxidations of 2,3,3a,4,6,7,7a,8‐octahydrobenzo[1,2‐ c :4,5‐ c ']dipyrazolo‐3,7‐dione and 2,3,3a,4,5,5a,6,7‐octahydrobenzo[2,1‐ c :3,4‐ c ']dipyrazolo‐3,6‐dione in the presence of 1,3‐cyclopentadiene, 1,3‐cyclohexadiene, 2,3‐dimethyl‐1,3‐butadiene or 1,4‐diphenyl‐1,3‐butadiene have yielded octahydrodipyridazino[1,2‐ a :1,2‐ a ']benzo[1,2‐ c :4,5‐ c ']dipyrazolo‐6,14‐diones and octahydrodipyridazino[1,2‐ a :1,2‐ a ']benzo[2,1‐ c :3,4‐ c ']dipyrazolo‐6,9‐diones. In one of the eight Diels‐Alder reactions two isomeric products were isolated.