Literature DB >> 23770683

Aerobic oxidation of NHC-catalysed aldehyde esterifications with alcohols: benzoin, not the Breslow intermediate, undergoes oxidation.

Eoghan G Delany1, Claire-Louise Fagan, Sivaji Gundala, Kirsten Zeitler, Stephen J Connon.   

Abstract

Benzoin (and neither the Breslow intermediate nor the NHC-aldehyde tetrahedral adduct) has been unambiguously identified as the oxidised species in aerobic NHC-catalysed aldehyde esterifications.

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Year:  2013        PMID： 23770683     DOI： 10.1039/c3cc42597e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Bio-inspired NHC-organocatalyzed Stetter reaction in aqueous conditions.

Authors:  Mégane Debiais; Aladin Hamoud; Reihana Drain; Philippe Barthélémy; Valérie Desvergnes
Journal:  RSC Adv       Date:  2020-11-09       Impact factor: 4.036

Review 2.  Cross-dehydrogenative coupling for the intermolecular C-O bond formation.

Authors:  Igor B Krylov; Vera A Vil'; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2015-01-20       Impact factor: 2.883

3.  PdII-Catalyzed Oxidative Aldehyde-sp2C-H Functionalization and Cyclization Using NHC with Mild Oxidant DMSO for the Selective Synthesis of Esters, Sugar-Based Analogues, and β-Hydroxy Chromanones: An 18O-Labeling Study.

Authors:  Satinath Sarkar; Radha M Laha; Rajendra N Mitra; Dilip K Maiti
Journal:  ACS Omega       Date:  2016-11-21

4.  NHC-catalyzed atropoenantioselective synthesis of axially chiral biaryl amino alcohols via a cooperative strategy.

Authors:  Gongming Yang; Donghui Guo; Di Meng; Jian Wang
Journal:  Nat Commun       Date:  2019-07-11       Impact factor: 14.919

5.  MOF-Zn-NHC as an efficient N-heterocyclic carbene catalyst for aerobic oxidation of aldehydes to their corresponding carboxylic acids via a cooperative geminal anomeric based oxidation.

Authors:  Saeed Babaee; Mahmoud Zarei; Mohammad Ali Zolfigol
Journal:  RSC Adv       Date:  2021-11-10       Impact factor: 4.036
  5 in total

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