Work

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

Year: 2015

Type: article

Abstract: 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.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.11.3

Author: Pavel K Mykhailiuk

Institutions: Taras Shevchenko National University of Kyiv, Enamine (Ukraine)

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funder: Enamine

OpenAlex ID: W4215670