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Base‐induced ring cleavage of 4‐functionalized‐3‐unsubstituted isoxazoles. Synthesis of 5‐aminoazoles and 4‐cyanoazoles
Author(s) -
Alberola A.,
Antolin L. F.,
Gonzalez A. M.,
Laguna M. A.,
Pulido F. J.
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.5570230414
Subject(s) - chemistry , cleavage (geology) , ring (chemistry) , base (topology) , stereochemistry , nitro , medicinal chemistry , combinatorial chemistry , organic chemistry , alkyl , mathematical analysis , geotechnical engineering , mathematics , fracture (geology) , engineering
The base‐induced ring cleavage of 4‐nitro‐(Ia), 4‐ethoxycarbonyl‐ (Ib) and 4‐acetyl‐5‐methylisoxazole (Ic) and the conversion of the resulting β‐cyanoenolates and β‐enaminonitriles into 5‐aminoazoles and 4‐cyanoazoles was studied.