First synthesis of 4-oxo-6-trifluoromethyl-4H-thiopyran-2-carboxylic acid and its derivatives / Usachev B. I.,Usachev S. A.,Roeschenthaler G-V,Sosnovskikh V. Ya // RUSSIAN CHEMICAL BULLETIN. - 2010. - V. 59, l. 4. - P. 845-847.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

Treatment of 6-trifluoromethylcomanic acid with sodium hydrosulfide afforded for the first time 4-oxo-6-trifluoromethyl-4H-thiopyran-2-carboxylic acid (6-trifluoromethylthiocomanic acid). When heated or treated with H(2)SO(4), this acid easily underwent decarboxylation leading to 2-trifluoromethyl-4H-thiopyran-4-one. Because of this, both ethyl and methyl 6-tri-fluoromethylthiocomanates were obtained in low yields (15-23\%). Decarboxylation of 6-tri-(di)fluoromethylcomanic acids gave 2-tri(di)fluoromethyl-4H-pyran-4-ones in 77-80\% yields.

Author keywords:

6-tri(di)fluoromethylcomanic acid; 4-oxo-6-trifluoromethyl-4H-thiopyran-2-carboxylic acid; decarboxylation; 2-trifluoromethyl-4H-thiopyran-4-one; 2-tri(di)fluoromethyl-4H-pyran-4-ones

DOI:

10.1007/s11172-010-0171-7

Web of Science ID:

ISI:000283302000027

Соавторы в МНС:

Другие поля

Поле	Значение
Month	APR
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	Boris.Usachev@mail.ru
ResearcherID-Numbers	Usachev, Sergey/N-2942-2016
Funding-Acknowledgement	Russian Foundation for Basic Research {[}06-03-04004-NNIO]; German Scientific and Technical Society (Deutsche Forschungsgemeinschaft {[}436 RUS 113/901/0-1]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project No. 06-03-04004-NNIO) and the German Scientific and Technical Society (Deutsche Forschungsgemeinschaft, Grant 436 RUS 113/901/0-1).
Number-of-Cited-References	11
Usage-Count-Last-180-days	3
Usage-Count-Since-2013	21
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	668VY