Literature DB >> 24328366

Redox-neutral α-arylation of amines.

Weijie Chen1, Richard G Wilde, Daniel Seidel.   

Abstract

The direct α-arylation/N-alkylation of cyclic amines was achieved in a redox-neutral fashion under mild conditions. Transformations occur in the absence of any additives or are promoted by simple carboxylic acids.

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Year:  2013        PMID： 24328366      PMCID： PMC3946350          DOI： 10.1021/ol403431u

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


  66 in total

1.  Product-selectivity control by the nature of the catalyst: Lewis acid-catalyzed selective formation of ring-fused tetrahydroquinolines and tetrahydroazepines via intramolecular redox reaction.

Authors:  Guanghua Zhou; Junliang Zhang
Journal:  Chem Commun (Camb)       Date:  2010-08-10       Impact factor: 6.222

2.  Construction of enantiopure pyrrolidine ring system via asymmetric [3+2]-cycloaddition of azomethine ylides.

Authors:  Ganesh Pandey; Prabal Banerjee; Smita R Gadre
Journal:  Chem Rev       Date:  2006-11       Impact factor: 60.622

3.  Fe-catalyzed oxidative coupling of heteroarenes and methylamines.

Authors:  Masaki Ohta; Matthias P Quick; Junichiro Yamaguchi; Bernhard Wünsch; Kenichiro Itami
Journal:  Chem Asian J       Date:  2009-09-01

4.  Direct α-functionalization of saturated cyclic amines.

Authors:  Emily A Mitchell; Aldo Peschiulli; Nicolas Lefevre; Lieven Meerpoel; Bert U W Maes
Journal:  Chemistry       Date:  2012-07-24       Impact factor: 5.236

5.  CuBr-catalyzed direct indolation of tetrahydroisoquinolines via cross-dehydrogenative coupling between sp3 C-H and sp2 C-H bonds.

Authors:  Zhiping Li; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2005-05-18       Impact factor: 15.419

6.  Simple and sustainable iron-catalyzed aerobic C-H functionalization of N,N-dialkylanilines.

Authors:  Maxim O Ratnikov; Xinfang Xu; Michael P Doyle
Journal:  J Am Chem Soc       Date:  2013-06-14       Impact factor: 15.419

7.  Lewis acid catalyzed formation of tetrahydroquinolines via an intramolecular redox process.

Authors:  Sandip Murarka; Chen Zhang; Marlena D Konieczynska; Daniel Seidel
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005

8.  Nontraditional reactions of azomethine ylides: decarboxylative three-component couplings of alpha-amino acids.

Authors:  Chen Zhang; Daniel Seidel
Journal:  J Am Chem Soc       Date:  2010-02-17       Impact factor: 15.419

9.  Ruthenium-catalyzed α-(hetero)arylation of saturated cyclic amines: reaction scope and mechanism.

Authors:  Aldo Peschiulli; Veerle Smout; Thomas E Storr; Emily A Mitchell; Zdeněk Eliáš; Wouter Herrebout; Didier Berthelot; Lieven Meerpoel; Bert U W Maes
Journal:  Chemistry       Date:  2013-06-18       Impact factor: 5.236

10.  Organocatalytic C-H activation reactions.

Authors:  Subhas Chandra Pan
Journal:  Beilstein J Org Chem       Date:  2012-08-27       Impact factor: 2.883
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  17 in total

1.  C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.

Authors:  YoungKu Kang; Matthew T Richers; Conrad H Sawicki; Daniel Seidel
Journal:  Chem Commun (Camb)       Date:  2015-07-07       Impact factor: 6.222

2.  The Rügheimer-Burrows reaction revisited: Facile preparation of 4-alkylisoquinolines and 3,5-dialkylpyridines from (partially) saturated amines.

Authors:  Alena Yu Platonova; Daniel Seidel
Journal:  Tetrahedron Lett       Date:  2015-06       Impact factor: 2.415

3.  Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C-H Functionalization.

Authors:  Longle Ma; Anirudra Paul; Martin Breugst; Daniel Seidel
Journal:  Chemistry       Date:  2016-11-09       Impact factor: 5.236

4.  Condensation-Based Methods for the C-H Bond Functionalization of Amines.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Synthesis (Stuttg)       Date:  2021-09-02       Impact factor: 3.157

5.  Rapid Construction of (-)-Paroxetine and (-)-Femoxetine via N-Heterocyclic Carbene Catalyzed Homoenolate Addition to Nitroalkenes.

Authors:  Nicholas A White; Kerem E Ozboya; Darrin M Flanigan; Tomislav Rovis
Journal:  Asian J Org Chem       Date:  2014-04       Impact factor: 3.319

6.  Intramolecular Redox-Mannich Reactions: Facile Access to the Tetrahydroprotoberberine Core.

Authors:  Longle Ma; Daniel Seidel
Journal:  Chemistry       Date:  2015-07-28       Impact factor: 5.236

7.  Redox-neutral α,β-difunctionalization of cyclic amines.

Authors:  Weijie Chen; YoungKu Kang; Richard G Wilde; Daniel Seidel
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-01       Impact factor: 15.336

8.  Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.

Authors:  Zhengbo Zhu; Hemant S Chandak; Daniel Seidel
Journal:  Org Lett       Date:  2018-06-25       Impact factor: 6.005

9.  Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

Authors:  Chang Min; Abbas Sanchawala; Daniel Seidel
Journal:  Org Lett       Date:  2014-05-01       Impact factor: 6.005

10.  Asymmetric Redox-Annulation of Cyclic Amines.

Authors:  YoungKu Kang; Weijie Chen; Martin Breugst; Daniel Seidel
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354
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