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Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions.

We present a copper-catalyzed oxidative cyclization of β,γ-unsaturated hydrazones, utilizing molecular oxygen as a stoichiometric oxidant. The methodology provides distinct classes of pyrazoles simply by changing the reaction solvent. Tris-substituted pyrazoles, having a ketone functionality at the... Full description

Journal Title: Chemical communications (Cambridge England), December 1, 2016, Vol.52(98), pp.14093-14096
Main Author: Pünner, Florian
Other Authors: Sohtome, Yoshihiro , Sodeoka, Mikiko
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1364-548X ; DOI: 1364-548X
Link: http://search.proquest.com/docview/1835537893/?pq-origsite=primo
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recordid: proquest1835537893
title: Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions.
format: Article
creator:
  • Pünner, Florian
  • Sohtome, Yoshihiro
  • Sodeoka, Mikiko
subjects:
  • Catalysis–Chemistry
  • Copper–Chemistry
  • Molecular Structure–Chemical Synthesis
  • Oxidation-Reduction–Chemistry
  • Oxygen–Chemistry
  • Pyrazoles–Chemistry
  • Solvents–Chemistry
  • Pyrazoles
  • Solvents
  • Copper
  • Oxygen
ispartof: Chemical communications (Cambridge, England), December 1, 2016, Vol.52(98), pp.14093-14096
description: We present a copper-catalyzed oxidative cyclization of β,γ-unsaturated hydrazones, utilizing molecular oxygen as a stoichiometric oxidant. The methodology provides distinct classes of pyrazoles simply by changing the reaction solvent. Tris-substituted pyrazoles, having a ketone functionality at the C-5 position, were obtained as the major product in ethanol, while di-substituted pyrazoles were predominantly formed in 1,1,1,3,3,3-hexafluoro-2-propanol.
language: eng
source:
identifier: E-ISSN: 1364-548X ; DOI: 1364-548X
fulltext: fulltext
issn:
  • 1364548X
  • 1364-548X
url: Link


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titleSolvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions.
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ispartofChemical communications (Cambridge, England), December 1, 2016, Vol.52(98), pp.14093-14096
identifierE-ISSN: 1364-548X ; DOI: 1364-548X
subjectCatalysis–Chemistry ; Copper–Chemistry ; Molecular Structure–Chemical Synthesis ; Oxidation-Reduction–Chemistry ; Oxygen–Chemistry ; Pyrazoles–Chemistry ; Solvents–Chemistry ; Pyrazoles ; Solvents ; Copper ; Oxygen
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descriptionWe present a copper-catalyzed oxidative cyclization of β,γ-unsaturated hydrazones, utilizing molecular oxygen as a stoichiometric oxidant. The methodology provides distinct classes of pyrazoles simply by changing the reaction solvent. Tris-substituted pyrazoles, having a ketone functionality at the C-5 position, were obtained as the major product in ethanol, while di-substituted pyrazoles were predominantly formed in 1,1,1,3,3,3-hexafluoro-2-propanol.
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