Literature DB >> 26124536

Catalytic acceptorless dehydrogenations: Ru-Macho catalyzed construction of amides and imines.

Nathan J Oldenhuis1, Vy M Dong1, Zhibin Guan1.   

Abstract

A commercially available ruthenium (II) PNP type pincer catalyst (Ru-Macho) promotes formation of amides and imines from alcohols and amines via an acceptorless dehydrogenation pathway. The formation of secondary amides, tertiary amides, and secondary ketimines occurs in yields ranging from 35%-95%.

Entities:  

Keywords:  Acceptorless Dehydrogenation; Amide; Imine; Ruthenium Catalysis

Year:  2014        PMID： 26124536      PMCID： PMC4482118          DOI： 10.1016/j.tet.2014.03.085

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  33 in total

1.  Catalyzed dehydrogenative coupling of primary alcohols with water, methanol, or amines.

Authors:  Theo Zweifel; Jean-Valère Naubron; Hansjörg Grützmacher
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Applications of acceptorless dehydrogenation and related transformations in chemical synthesis.

Authors:  Chidambaram Gunanathan; David Milstein
Journal:  Science       Date:  2013-07-19       Impact factor: 47.728

3.  A sustainable catalytic pyrrole synthesis.

Authors:  Stefan Michlik; Rhett Kempe
Journal:  Nat Chem       Date:  2013-01-20       Impact factor: 24.427

4.  Aldehyde binding through reversible C-C coupling with the pincer ligand upon alcohol dehydrogenation by a PNP-ruthenium catalyst.

Authors:  Michael Montag; Jing Zhang; David Milstein
Journal:  J Am Chem Soc       Date:  2012-06-15       Impact factor: 15.419

Review 5.  Rethinking amide bond synthesis.

Authors:  Vijaya R Pattabiraman; Jeffrey W Bode
Journal:  Nature       Date:  2011-12-21       Impact factor: 49.962

6.  Facile conversion of alcohols into esters and dihydrogen catalyzed by new ruthenium complexes.

Authors:  Jing Zhang; Gregory Leitus; Yehoshoa Ben-David; David Milstein
Journal:  J Am Chem Soc       Date:  2005-08-10       Impact factor: 15.419

7.  Catalytic transamidation reactions compatible with tertiary amide metathesis under ambient conditions.

Authors:  Nickeisha A Stephenson; Jiang Zhu; Samuel H Gellman; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2009-07-29       Impact factor: 15.419

8.  Solid-phase synthesis of lidocaine and procainamide analogues using backbone amide linker (BAL) anchoring.

Authors:  Simon K Shannon; Mandy J Peacock; Steven A Kates; George Barany
Journal:  J Comb Chem       Date:  2003 Nov-Dec

9.  Efficient amide-directed catalytic asymmetric hydroboration.

Authors:  Sean M Smith; Nathan C Thacker; James M Takacs
Journal:  J Am Chem Soc       Date:  2008-03-01       Impact factor: 15.419

10.  Amide synthesis from alcohols and amines by the extrusion of dihydrogen.

Authors:  Lars Ulrik Nordstrøm; Henning Vogt; Robert Madsen
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419
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  6 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

2.  Copper(II)-β-cyclodextrin immobilized on graphitic carbon nitride nanosheets as a highly effective catalyst for tandem oxidative amidation of benzylic alcohols.

Authors:  Hossein Ghafuri; Afsaneh Rashidizadeh; Mostafa Ghafori Gorab; Ghazaleh Jafari
Journal:  Sci Rep       Date:  2022-02-11       Impact factor: 4.996

3.  Mechanism of atom economical conversion of alcohols and amines to amides using Fe(ii) pincer catalyst. An outer-sphere metal-ligand pathway or an inner-sphere elimination pathway?

Authors:  Bilal Ahmad Shiekh; Damanjit Kaur
Journal:  RSC Adv       Date:  2019-06-04       Impact factor: 4.036

4.  From racemic alcohols to enantiopure amines: Ru-catalyzed diastereoselective amination.

Authors:  Nathan J Oldenhuis; Vy M Dong; Zhibin Guan
Journal:  J Am Chem Soc       Date:  2014-08-29       Impact factor: 15.419

5.  Ruthenium-Based Catalytic Systems Incorporating a Labile Cyclooctadiene Ligand with N-Heterocyclic Carbene Precursors for the Atom-Economic Alcohol Amidation Using Amines.

Authors:  Cheng Chen; Yang Miao; Kimmy De Winter; Hua-Jing Wang; Patrick Demeyere; Ye Yuan; Francis Verpoort
Journal:  Molecules       Date:  2018-09-20       Impact factor: 4.411

6.  Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst.

Authors:  Hossein Ghafuri; Mostafa Ghafori Gorab; Haniyeh Dogari
Journal:  Sci Rep       Date:  2022-03-10       Impact factor: 4.379
  6 in total

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