Preparative synthesis of ethyl 5-acyl-4-pyrone-2-carboxylates and 6-aryl-, 6-alkyl-, and 5-acylcomanic acids on their basis / Obydennov D. L.,Goncharov A. O.,Sosnovskikh V. Ya. // RUSSIAN CHEMICAL BULLETIN. - 2016. - V. 65, l. 9. - P. 2233-2242.

ISSN/EISSN:

1066-5285 / 1573-9171

Type:

Article

Abstract:

A simple and efficient method for the synthesis of ethyl 5-alkanoyl- and 5-aroyl-4-pyrone-2-carboxylates was developed, which is based on the condensation of 1-R-2-(dimethyl-aminomethylidene)butane-1,3-diones, obtained from 1,3-diketones and dimethylformamide dimethyl acetal, with diethyl oxalate in the presence of NaH in THF. Ethyl 5-acyl-4-pyrone-2-carboxylates were used in the synthesis of 6-R- and 5-RCO-comanic acids.

Author keywords:

Claisen condensation; dimethylformamide dimethyl acetal; 1,3-diketones; enaminodiones; ethyl 5-acylcomanoates; comanic acids DERIVATIVES; REARRANGEMENT; SPECTRA; KETONES

DOI:

10.1007/s11172-016-1574-x

Web of Science ID:

ISI:000400400700016

Соавторы в МНС:

Другие поля

Поле	Значение
Month	SEP
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-9171
Keywords-Plus	DERIVATIVES; REARRANGEMENT; SPECTRA; KETONES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	dmitry.obydennov@urfu.ru
Funding-Acknowledgement	Russian Foundation for Basic Research {[}14-03-31925]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project No. 14-03-31925).
Number-of-Cited-References	42
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	1
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	ET6KN