Literature DB >> 23320580

Pd-catalyzed aldehyde to ester conversion: a hydrogen transfer approach.

Brittany A Tschaen1, Jason R Schmink, Gary A Molander.   

Abstract

Aliphatic and aromatic aldehydes are successfully converted into their corresponding esters using Pd(OAc)(2) and XPhos. This approach utilizes a hydrogen transfer protocol: concomitant reduction of acetone to isopropanol provides an inexpensive and sustainable approach that mitigates the need for other oxidants.

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Year:  2013        PMID： 23320580      PMCID： PMC3568929          DOI： 10.1021/ol303298g

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  14 in total

1.  Toward waste-free production of Heck products with a catalytic palladium system under oxygen.

Authors:  Mieke Dams; Dirk E De Vos; Sofie Celen; Pierre A Jacobs
Journal:  Angew Chem Int Ed Engl       Date:  2003-08-04       Impact factor: 15.336

2.  Covalently bound benzyl ligand promotes selective palladium-catalyzed oxidative esterification of aldehydes with alcohols.

Authors:  Chao Liu; Shan Tang; Liwei Zheng; Dong Liu; Heng Zhang; Aiwen Lei
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-26       Impact factor: 15.336

Review 3.  Catalytic oxidation of organic substrates by molecular oxygen and hydrogen peroxide by multistep electron transfer--a biomimetic approach.

Authors:  Julio Piera; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  NHC/iron cooperative catalysis: aerobic oxidative esterification of aldehydes with phenols.

Authors:  R Sudarshan Reddy; João N Rosa; Luís F Veiros; Stephen Caddick; Pedro M P Gois
Journal:  Org Biomol Chem       Date:  2011-03-21       Impact factor: 3.876

5.  Chemoselective nucleophilic arylation and single-step oxidative esterification of aldehydes using siloxanes and a palladium-phosphinous acid as a reaction switch.

Authors:  Rachel Lerebours; Christian Wolf
Journal:  J Am Chem Soc       Date:  2006-10-11       Impact factor: 15.419

6.  A catalytic oxidative esterification of aldehydes using V2O5-H2O2

Authors: 
Journal:  Org Lett       Date:  2000-03-09       Impact factor: 6.005

7.  A new palladium precatalyst allows for the fast Suzuki-Miyaura coupling reactions of unstable polyfluorophenyl and 2-heteroaryl boronic acids.

Authors:  Tom Kinzel; Yong Zhang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

8.  Organocatalyzed anodic oxidation of aldehydes.

Authors:  Eric E Finney; Kelli A Ogawa; Andrew J Boydston
Journal:  J Am Chem Soc       Date:  2012-07-17       Impact factor: 15.419

9.  NHC catalyzed oxidations of aldehydes to esters: chemoselective acylation of alcohols in presence of amines.

Authors:  Suman De Sarkar; Stefan Grimme; Armido Studer
Journal:  J Am Chem Soc       Date:  2010-02-03       Impact factor: 15.419

10.  N-heterocyclic carbene-catalyzed oxidation of unactivated aldehydes to esters.

Authors:  Brooks E Maki; Karl A Scheidt
Journal:  Org Lett       Date:  2008-08-30       Impact factor: 6.005
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  5 in total

1.  Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.

Authors:  Aaron M Whittaker; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-25       Impact factor: 15.336

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.  Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst.

Authors:  Junjie Cheng; Meijuan Zhu; Chao Wang; Junjun Li; Xue Jiang; Yawen Wei; Weijun Tang; Dong Xue; Jianliang Xiao
Journal:  Chem Sci       Date:  2016-03-29       Impact factor: 9.825

5.  Trypanocidal Activity of Flavanone Derivatives.

Authors:  Gabriela Maciel Diogo; Josimara Souza Andrade; Policarpo Ademar Sales Junior; Silvane Maria Fonseca Murta; Viviane Martins Rebello Dos Santos; Jason Guy Taylor
Journal:  Molecules       Date:  2020-01-17       Impact factor: 4.411
  5 in total

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