Literature DB >> 16209629

Palladium-catalyzed synthesis of N-vinyl pyrroles and indoles.

Mohammad Movassaghi1, Alison E Ondrus.   

Abstract

A stereospecific palladium-catalyzed N-vinylation of azaheterocycles with vinyl triflates is described. Cyclic and acyclic vinyl triflates along with nonnucleophilic azaheterocycles were found to be substrates for this palladium-catalyzed synthesis of N-vinyl pyrrole and indole derivatives.

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Year:  2005        PMID: 16209629      PMCID: PMC5548004          DOI: 10.1021/jo051450i

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  26 in total

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2.  An improved synthesis of functionalized biphenyl-based phosphine ligands.

Authors:  H Tomori; J M Fox; S L Buchwald
Journal:  J Org Chem       Date:  2000-08-25       Impact factor: 4.354

3.  Palladium-catalyzed stereocontrolled vinylation of azoles and phenothiazine.

Authors:  Artyom Y Lebedev; Vyatcheslav V Izmer; Denis N Kazyul'kin; Irina P Beletskaya; Alexander Z Voskoboynikov
Journal:  Org Lett       Date:  2002-02-21       Impact factor: 6.005

4.  Preparation of enamides via palladium-catalyzed amidation of enol tosylates.

Authors:  Artis Klapars; Kevin R Campos; Cheng-Yi Chen; Ralph P Volante
Journal:  Org Lett       Date:  2005-03-17       Impact factor: 6.005

5.  Novel method for the synthesis of enamines by palladium catalyzed amination of alkenyl bromides.

Authors:  José Barluenga; M Alejandro Fernández; Fernando Aznar; Carlos Valdés
Journal:  Chem Commun (Camb)       Date:  2002-10-21       Impact factor: 6.222

6.  An efficient diamine.copper complex-catalyzed coupling of arylboronic acids with imidazoles

Authors: 
Journal:  Org Lett       Date:  2000-05-04       Impact factor: 6.005

7.  Synthesis of lactams via copper-catalyzed intramolecular vinylation of amides.

Authors:  Tianshun Hu; Chaozhong Li
Journal:  Org Lett       Date:  2005-05-12       Impact factor: 6.005

8.  Copper-catalyzed coupling of amides and carbamates with vinyl halides.

Authors:  Lei Jiang; Gabriel E Job; Artis Klapars; Stephen L Buchwald
Journal:  Org Lett       Date:  2003-10-02       Impact factor: 6.005

9.  CuI/N,N-dimethylglycine-catalyzed coupling of vinyl halides with amides or carbamates.

Authors:  Xianhua Pan; Qian Cai; Dawei Ma
Journal:  Org Lett       Date:  2004-05-27       Impact factor: 6.005

10.  Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles.

Authors:  Jon C Antilla; Jeremy M Baskin; Timothy E Barder; Stephen L Buchwald
Journal:  J Org Chem       Date:  2004-08-20       Impact factor: 4.354

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  7 in total

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Authors:  Alison E Ondrus; Mohammad Movassaghi
Journal:  Tetrahedron       Date:  2006-05-29       Impact factor: 2.457

2.  Diamine Ligands in Copper-Catalyzed Reactions.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2010       Impact factor: 9.825

3.  Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2011       Impact factor: 9.825

Review 4.  Biaryl phosphane ligands in palladium-catalyzed amination.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Pd-Catalyzed Alkene Carboheteroarylation Reactions for the Synthesis of 3-Cyclopentylindole Derivatives.

Authors:  Janelle K Kirsch; Jenna L Manske; John P Wolfe
Journal:  J Org Chem       Date:  2018-10-10       Impact factor: 4.354

6.  Internal azomethine ylide cycloaddition methodology for access to the substitution pattern of aziridinomitosene A.

Authors:  Drew R Bobeck; Don L Warner; Edwin Vedejs
Journal:  J Org Chem       Date:  2007-10-02       Impact factor: 4.354

7.  Total synthesis and study of myrmicarin alkaloids.

Authors:  Alison E Ondrus; Mohammad Movassaghi
Journal:  Chem Commun (Camb)       Date:  2009-05-19       Impact factor: 6.222

  7 in total

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