Interaction of 3-ethoxycarbonyl(carboxy)-substituted 5,6,7,8-tetrafluorochromones with N-nucleophiles: synthesis of fluorocoumarins / Saloutin VI,Skryabina ZE,Bazyl' IT,Kisil' SP // JOURNAL OF FLUORINE CHEMISTRY. - 1999. - V. 94, l. 1. - P. 83-90.

ISSN/EISSN:

0022-1139 / нет данных

Type:

Article

Abstract:

Polyfluorobenzopyranopyrazoles (isoxazoles) have been prepared via cyclization of 5-tetrafluorophenyl-4-ethoxycarbonyl(carboxy)pyrazoles (isoxazoles) produced by the reaction of 3-ethoxycarbonyl-2-methyl- and 3-carboxy-substituted 5,6,7,8-tetrafluorochromone with hydrazine(hydroxylamine). It has been found that 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorochromone forms the corresponding 2-ethylidenamino-substituted 1,3-keto esters with ammonia and benzylamine, from which 3-ethylidenamino-4-oxy-5,6,7,8-tetrafluorocoumarins were readily obtained. In contrast to the non-fluorinated analogues, 3-ethoxycarbonyl-2-methyl-5,6,7,8-tetrafluorocoumarins were found to undergo acyl-lactone transformation into coumarin structures under acidic conditions. (C) 1999 Elsevier Science S.A. All rights reserved.

Author keywords:

fluorinated chromones; fluorinated coumarins; N-nucleophiles

DOI:

10.1016/S0022-1139(98)00350-9

Web of Science ID:

ISI:000079142300016

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	FEB 11
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Number-of-Cited-References	9
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	176GD