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Conversion of 3,7‐Dialkoxy‐4 H ,8 H ‐benzo[l,2‐ c :4,5‐c']diisoxazole‐4,8‐dione into new heterocyclic systems
Author(s) -
Neidlein R.,
Throm S.
Publication year - 1981
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.5570180726
Subject(s) - chemistry , phosphorus pentachloride , nucleophile , medicinal chemistry , salt (chemistry) , alkali metal , potassium , sodium , chloride , organic chemistry , catalysis
Treatment of 1a or 1b with concentrated acids yielded the acid 3 , with alkali hydrogen carbonates the sodium salt 7 and the potassium salt 8 ; by reacting with phosphorus pentachloride the vinylogous acid chloride 9 was isolated. Reactions of 9 with amines such as N ‐nucleophiles led to the corresponding amides 10, 11, 14, 15 , and with alcohols such as O ‐nucleophiles to the corresponding alkoxyderivatives 16a, 16b , which are isomeric compounds to 1a, 1b and 2a, 2b.