Synthesis of gamma-pyrone precursors by condensation of acetyl ketene dithioacetals with ethyl polyfluorocarboxylates and diethyl oxalate / Usachev Sergey A.,Sosnovskikh Vyacheslav Ya. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2016. - V. 52, l. 12. - P. 1005-1011.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

beta-Dicarbonyl compounds with the ketene dithioacetyl fragment were obtained by condensation of acetyl ketene dithioacetals with ethyl polyfluorocarboxylates and diethyl oxalate in the presence of NaH in Et2O at room temperature in 65-94\% yields. These compounds can be used for the synthesis of 6-polyfluoroalkyl(ethoxycarbonyl)-2-methylsulfanyl-4-pyrones.

Author keywords:

acetyl ketene dithioacetals; beta-dicarbonyl precursors; diethyl oxalate; polyfluorocarboxylates; gamma-pyrones; Claisen condensation; cyclization REGIOSELECTIVE SYNTHESIS; 1ST SYNTHESIS; DERIVATIVES; ACID; ALCOHOLS; FACILE; STATE; WATER

DOI:

10.1007/s10593-017-2000-5

Web of Science ID:

ISI:000393034400005

Соавторы в МНС:

Другие поля

Поле	Значение
Month	DEC
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	REGIOSELECTIVE SYNTHESIS; 1ST SYNTHESIS; DERIVATIVES; ACID; ALCOHOLS; FACILE; STATE; WATER
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	vy.sosnovskikh@urfu.ru
ResearcherID-Numbers	Usachev, Sergey/N-2942-2016
Funding-Acknowledgement	Russian Foundation for Basic Research {[}14-03-00179]
Funding-Text	This work was supported by the Russian Foundation for Basic Research (project. 14-03-00179).
Number-of-Cited-References	32
Usage-Count-Last-180-days	4
Usage-Count-Since-2013	4
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	EJ2IV