Literature DB >> 20979367

A multiligand based Pd catalyst for C-N cross-coupling reactions.

Brett P Fors1, Stephen L Buchwald.   

Abstract

An alternative approach to catalyst development, which led to a Pd catalyst based on two biarylphosphine ligands for C-N cross-coupling reactions, is reported. By effectively being able to take the form of multiple catalysts this system manifests the best properties that catalysts based on either of the two ligands exhibit separately and displays the highest reactivity and substrate scope of any system that has been reported to date for these reactions.

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Year:  2010        PMID: 20979367      PMCID: PMC2995307          DOI: 10.1021/ja108074t

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  24 in total

1.  Selective palladium-catalyzed arylation of ammonia: synthesis of anilines as well as symmetrical and unsymmetrical di- and triarylamines.

Authors:  David S Surry; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2007-08-02       Impact factor: 15.419

2.  One-pot synthesis of unsymmetrical triarylamines from aniline precursors.

Authors:  M C Harris; S L Buchwald
Journal:  J Org Chem       Date:  2000-08-25       Impact factor: 4.354

3.  Palladium-catalyzed tandem N-arylation/carboamination reactions for the stereoselective synthesis of N-aryl-2-benzyl pyrrolidines.

Authors:  Qifei Yang; Joshua E Ney; John P Wolfe
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

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 N-arylation of secondary acyclic amides: catalyst development, scope, and computational study.

Authors:  Jacqueline D Hicks; Alan M Hyde; Alberto Martinez Cuezva; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

6.  An Efficient System For the Pd-Catalyzed Cross-Coupling of Amides and Aryl Chlorides.

Authors:  Brett P Fors; Karin Dooleweerdt; Qingle Zeng; Stephen L Buchwald
Journal:  Tetrahedron       Date:  2009-08-15       Impact factor: 2.457

7.  Evolution of a fourth generation catalyst for the amination and thioetherification of aryl halides.

Authors:  John F Hartwig
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

8.  Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships.

Authors:  Qilong Shen; Tokutaro Ogata; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-04-30       Impact factor: 15.419

9.  An efficient process for pd-catalyzed C-N cross-coupling reactions of aryl iodides: insight into controlling factors.

Authors:  Brett P Fors; Nicole R Davis; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-04-29       Impact factor: 15.419

10.  Modified (NHC)Pd(allyl)Cl (NHC = N-heterocyclic carbene) complexes for room-temperature Suzuki-Miyaura and Buchwald-Hartwig reactions.

Authors:  Nicolas Marion; Oscar Navarro; Jianguo Mei; Edwin D Stevens; Natalie M Scott; Steven P Nolan
Journal:  J Am Chem Soc       Date:  2006-03-29       Impact factor: 15.419

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  25 in total

1.  Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions.

Authors:  Minyan Li; Baris Yücel; Javier Adrio; Ana Bellomo; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

2.  Organic chemistry: A cure for catalyst poisoning.

Authors:  Marcus E Farmer; Phil S Baran
Journal:  Nature       Date:  2015-08-13       Impact factor: 49.962

3.  Pd-catalyzed arylation of linear and angular spirodiamine salts under aerobic conditions.

Authors:  Sean W Reilly; Nikaela W Bryan; Robert H Mach
Journal:  Tetrahedron Lett       Date:  2016-12-23       Impact factor: 2.415

4.  Pd-Catalyzed Synthesis of Piperazine Scaffolds Under Aerobic and Solvent-Free Conditions.

Authors:  Sean W Reilly; Robert H Mach
Journal:  Org Lett       Date:  2016-10-13       Impact factor: 6.005

5.  P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate.

Authors:  Gen Li; Ziyang Qin; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-09-11       Impact factor: 15.419

6.  Cu(II) complex of pyridine-based polydentate as a novel, efficient, and highly reusable catalyst in C-N bond-forming reaction.

Authors:  Hashem Sharghi; Saeideh Sepehri; Mahdi Aberi
Journal:  Mol Divers       Date:  2017-06-26       Impact factor: 2.943

7.  Unexpected Formation of Hexasubstituted Arenes through a 2-fold Palladium-Mediated Ligand Arylation.

Authors:  Corin C Wagen; Bryan T Ingoglia; Stephen L Buchwald
Journal:  J Org Chem       Date:  2019-09-25       Impact factor: 4.354

8.  Ligand-Enabled β-C-H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups.

Authors:  Gang Chen; Zhe Zhuang; Gen-Cheng Li; Tyler G Saint-Denis; Yi Hsiao; Candice L Joe; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-03       Impact factor: 15.336

9.  An Improved Synthesis of BrettPhos and RockPhos-Type Biarylphosphine Ligands.

Authors:  Naoyuki Hoshiya; Stephen L Buchwald
Journal:  Adv Synth Catal       Date:  2012-06-27       Impact factor: 5.837

10.  Investigating the dearomative rearrangement of biaryl phosphine-ligated Pd(II) complexes.

Authors:  Phillip J Milner; Thomas J Maimone; Mingjuan Su; Jiahao Chen; Peter Müller; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

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