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7,10A‐Methanocycloocta[ c,d ]indazoles: Diisophoranes incorporating the pyrazole ring system
Author(s) -
Kurzer Frederick,
Langer Stanley S.
Publication year - 1990
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.5570270410
Subject(s) - chemistry , aniline , ring (chemistry) , indazole , pyrazole , oxime , indole test , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry
Compounds of the novel 7,10a‐methanocycloocta[ c,d ]indazole ring‐system 5, 7 are obtained by the action of hydrazines on 1‐chloro(or hydroxy)diisophor‐2,7‐en‐3‐ones 1–3 . Their formulation agrees with their origin and their chemical and spectral characteristics. Analogous syntheses of two comparable ring‐systems include the production of a substituted 7,10a‐methanocycloocta[ g,h ][2,1]benzisoxazole 10 by a facile cyclodehydration of the oxime of diisophorone 9a , and that of the indole‐analogue 13 by the action of aniline on diisophorone‐1‐carboxylic acid 11 .