Copper N‑Heterocyclic Carbene Complexes As Active Catalysts for the Synthesis of 2‑Substituted Oxazolines from Nitriles and Aminoalcohols

The reaction between nitriles and aminoalcohols to access 2-substituted oxazolines was investigated. Using copper–NHC complexes, various nitriles were successfully converted into the corresponding oxazolines, under milder and less wasteful conditions than those of previously reported methods.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 80; no. 20; pp. 9910 - 9914
Main Authors Trose, Michael, Lazreg, Faïma, Lesieur, Mathieu, Cazin, Catherine S. J
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 16.10.2015
Amer Chemical Soc
Subjects
Amino Alcohols - chemistry
Catalysis
Chemistry
Chemistry, Organic
Copper - chemistry
Heterocyclic Compounds - chemistry
Methane - analogs & derivatives
Methane - chemistry
Molecular Structure
Nitriles - chemistry
Organometallic Compounds - chemistry
Oxazoles - chemical synthesis
Oxazoles - chemistry
Physical Sciences
Science & Technology
AMINO-ALCOHOLS
IMIDAZOLINES
2-THIAZOLINES
ESTERS
CONDENSATION
METAL
ALDEHYDES
THIAZOLINES
2-ARYLOXAZOLINES
2-OXAZOLINES
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Summary:The reaction between nitriles and aminoalcohols to access 2-substituted oxazolines was investigated. Using copper–NHC complexes, various nitriles were successfully converted into the corresponding oxazolines, under milder and less wasteful conditions than those of previously reported methods.
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b01382