ArticleBeilstein journal of organic chemistry2015
Three-component synthesis of C2F5-substituted pyrazoles from C2F5CH2NH2·HCl, NaNO2 and electron-deficient alkynes.
Article in Beilstein journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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5 citing papers in PubMed, 42 citations in OpenAlex.
- Simple and Expedient Access to Novel Fluorinated Thiazolo- and Oxazolo[3,2-Molecules (Basel, Switzerland) · 2022Article
- Diazoacetonitrile (NChemistry (Weinheim an der Bergstrasse, Germany) · 2020Review
- Article
- A Unified Continuous Flow Assembly-Line Synthesis of Highly Substituted Pyrazoles and Pyrazolines.Angewandte Chemie (International ed. in English) · 2017Article
- Crystal structure of 1-(2,4-di-nitro-phen-yl)-3,5-diphenyl-1H-pyrazole.Acta crystallographica. Section E, Crystallographic communications · 2015Article
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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.
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