Literature DB >> 19178160

A general method for the synthesis of unsymmetrically substituted ureas via palladium-catalyzed amidation.

Brian J Kotecki1, Dilinie P Fernando, Anthony R Haight, Kirill A Lukin.   

Abstract

A general and practical method for the preparation of unsymmetrically substituted ureas has been developed utilizing palladium-catalyzed amidation. Both aryl bromides and chlorides, as well as heteroaryl chlorides, have been coupled to aryl, benzyl, and aliphatic ureas by using a novel nonproprietary bipyrazole ligand (bippyphos).

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Year:  2009        PMID: 19178160     DOI: 10.1021/ol802931m

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


  7 in total

1.  Synthesis of unsymmetrical diarylureas via Pd-catalyzed C-N cross-coupling reactions.

Authors:  Simon Breitler; Nathan J Oldenhuis; Brett P Fors; Stephen L Buchwald
Journal:  Org Lett       Date:  2011-05-23       Impact factor: 6.005

2.  Palladium-Catalyzed Arylation of Fluoroalkylamines.

Authors:  Andrew T Brusoe; John F Hartwig
Journal:  J Am Chem Soc       Date:  2015-06-29       Impact factor: 15.419

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

4.  Palladium-catalyzed cross-coupling of aryl chlorides and triflates with sodium cyanate: a practical synthesis of unsymmetrical ureas.

Authors:  Ekaterina V Vinogradova; Brett P Fors; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2012-06-29       Impact factor: 15.419

5.  Palladium-catalyzed synthesis of N-aryl carbamates.

Authors:  Ekaterina V Vinogradova; Nathaniel H Park; Brett P Fors; Stephen L Buchwald
Journal:  Org Lett       Date:  2013-02-26       Impact factor: 6.005

6.  Installation of protected ammonia equivalents onto aromatic & heteroaromatic rings in water enabled by micellar catalysis.

Authors:  Nicholas A Isley; Sebastian Dobarco; Bruce H Lipshutz
Journal:  Green Chem       Date:  2014-01-02       Impact factor: 10.182

Review 7.  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

  7 in total

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