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Cyclic Carboxylic Anhydrides as New Reagents for Formation of Chromone Ring
Author(s) -
Frasinyuk Mykhaylo S.,
Bondarenko Svitlana P.,
Gorbulenko Nataliia V.,
Turov Alexander V.,
Khilya Volodymyr P.
Publication year - 2014
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.1721
Subject(s) - chemistry , chromone , reagent , ring (chemistry) , hydrazine (antidepressant) , carboxylic acid , organic chemistry , chromatography
The propensity of cyclic carboxylic anhydrides to undergo ring‐opening was exploited in a reaction with 2'‐hydroxy‐α‐heteroarylacetophenones leading to the formation of chromones. New simple method was developed for the synthesis of 2‐(ω‐carboxyalkyl)‐3‐heteroarylchromones without protecting either the phenolic or the carboxylic groups. Treatment with hydrazine led to the formation of 3(5)‐(ω‐carboxyalkyl)‐5(3)‐(2,4‐dihydroxyphenyl)‐4‐heteroarylpyrazoles.