Literature DB >> 20420379

Pd-catalyzed cross-coupling reactions of amides and aryl mesylates.

Karin Dooleweerdt1, Brett P Fors, Stephen L Buchwald.   

Abstract

A catalyst, based on a biarylphosphine ligand, for the Pd-catalyzed cross-coupling reactions of amides and aryl mesylates is described. This system allows an array of aryl and heteroaryl mesylates to be transformed into the corresponding N-aryl amides in moderate to excellent yields.

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Year:  2010        PMID： 20420379      PMCID： PMC2874946          DOI： 10.1021/ol100720x

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


  25 in total

1.  A general palladium-catalyzed Suzuki-Miyaura coupling of aryl mesylates.

Authors:  Chau Ming So; Chak Po Lau; Fuk Yee Kwong
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Palladium-catalyzed intermolecular coupling of aryl halides and amides.

Authors:  J Yin; S L Buchwald
Journal:  Org Lett       Date:  2000-04-20       Impact factor: 6.005

3.  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

4.  A versatile catalyst system for Suzuki-Miyaura cross-coupling reactions of C(sp(2))-tosylates and mesylates.

Authors:  Brijesh Bhayana; Brett P Fors; Stephen L Buchwald
Journal:  Org Lett       Date:  2009-09-03       Impact factor: 6.005

5.  Copper/amino acid catalyzed cross-couplings of aryl and vinyl halides with nucleophiles.

Authors:  Dawei Ma; Qian Cai
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

6.  Palladium-indolylphosphine-catalyzed Hiyama cross-coupling of aryl mesylates.

Authors:  Chau Ming So; Hang Wai Lee; Chak Po Lau; Fuk Yee Kwong
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

7.  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

8.  Pd-catalyzed amidation of aryl chlorides using monodentate biaryl phosphine ligands: a kinetic, computational, and synthetic investigation.

Authors:  Takashi Ikawa; Timothy E Barder; Mark R Biscoe; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2007-10-05       Impact factor: 15.419

9.  Expanding Pd-catalyzed C-N bond-forming processes: the first amidation of aryl sulfonates, aqueous amination, and complementarity with Cu-catalyzed reactions.

Authors:  Xiaohua Huang; Kevin W Anderson; Danilo Zim; Lei Jiang; Artis Klapars; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2003-06-04       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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  12 in total

1.  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

2.  A new biarylphosphine ligand for the Pd-catalyzed synthesis of diaryl ethers under mild conditions.

Authors:  Luca Salvi; Nicole R Davis; Siraj Z Ali; Stephen L Buchwald
Journal:  Org Lett       Date:  2011-12-19       Impact factor: 6.005

3.  A single phosphine ligand allows palladium-catalyzed intermolecular C-O bond formation with secondary and primary alcohols.

Authors:  Xiaoxing Wu; Brett P Fors; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-12       Impact factor: 15.336

4.  Suzuki-Miyaura cross-coupling of aryl carbamates and sulfamates: experimental and computational studies.

Authors:  Kyle W Quasdorf; Aurora Antoft-Finch; Peng Liu; Amanda L Silberstein; Anna Komaromi; Tom Blackburn; Stephen D Ramgren; K N Houk; Victor Snieckus; Neil K Garg
Journal:  J Am Chem Soc       Date:  2011-04-01       Impact factor: 15.419

5.  Pd(0)/Au(I) redox incompatibilities as revealed by Pd-catalyzed homo-coupling of arylgold(I)-complexes.

Authors:  Dieter Weber; Michel R Gagné
Journal:  Chem Commun (Camb)       Date:  2011-03-31       Impact factor: 6.222

6.  Development of an air-stable nickel precatalyst for the amination of aryl chlorides, sulfamates, mesylates, and triflates.

Authors:  Nathaniel H Park; Georgiy Teverovskiy; Stephen L Buchwald
Journal:  Org Lett       Date:  2013-11-27       Impact factor: 6.005

7.  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

8.  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

Review 9.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

10.  Bright Side of Lignin Depolymerization: Toward New Platform Chemicals.

Authors:  Zhuohua Sun; Bálint Fridrich; Alessandra de Santi; Saravanakumar Elangovan; Katalin Barta
Journal:  Chem Rev       Date:  2018-01-16       Impact factor: 60.622
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