Three-component synthesis of C2F5-substituted pyrazoles from C2F5CH2NH2·HCl, NaNO2 and electron-deficient alkynes

Autor:	Pavel K. Mykhailiuk
Jazyk:	angličtina
Rok vydání:	2015
Předmět:	cycloaddition fluorine pentafluoroethyl group pentafluoroethyldiazomethane pyrazole Science Organic chemistry QD241-441
Zdroj:	Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 16-24 (2015)
Druh dokumentu:	article
ISSN:	1860-5397
DOI:	10.3762/bjoc.11.3
Popis:	A one-pot reaction between C2F5CH2NH2·HCl, NaNO2 and electron-deficient alkynes gives C2F5-substituted pyrazoles in excellent yields. The transformation smoothly proceeds in dichloromethane/water, tolerates the presence of air, and requires no purification of products by column chromatography. Mechanistically, C2F5CH2NH2·HCl and NaNO2 react first in water to generate C2F5CHN2, that participates in a [3 + 2] cycloaddition with electron-deficient alkynes in dichloromethane.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/94f236d2a77e4854bfa97626ef620bf1 Zobrazit plný text záznamu View record in DOAJ