Literature DB >> 16119943

Efficient pd-catalyzed amination of heteroaryl halides.

Mark D Charles1, Phillip Schultz, Stephen L Buchwald.   

Abstract

The Pd-catalyzed amination of a variety of heteroaryl halides has been accomplished by utilizing bulky electron-rich biaryl phosphine ligands. In particular, we report the first couplings of amines with chloro- and bromoindoles bearing a free NH, as well as the first Pd-catalyzed aminations of a 5-halopyrimidine. [reaction: see text]

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Year:  2005        PMID： 16119943     DOI： 10.1021/ol0514754

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


  24 in total

1.  Pd-catalyzed amination as an alternative to nucleophilic aromatic substitution for the synthesis of N-alkyltacrines and analogues.

Authors:  Ming Ma; Jimit Mehta; Larry D Williams; Paul R Carlier
Journal:  Tetrahedron Lett       Date:  2011-02-23       Impact factor: 2.415

2.  Development of a two-step route to 3-PBC and βCCt, two agents active against alcohol self-administration in rodent and primate models.

Authors:  Ojas A Namjoshi; Angelica Gryboski; German O Fonseca; Michael L Van Linn; Zhi-jian Wang; Jeffrey R Deschamps; James M Cook
Journal:  J Org Chem       Date:  2011-05-04       Impact factor: 4.354

3.  Preparation of 2,3-Disubstituted Indoles by Sequential Larock Heteroannulation and Silicon-Based Cross-Coupling Reactions.

Authors:  Scott E Denmark; John D Baird
Journal:  Tetrahedron       Date:  2009-04-18       Impact factor: 2.457

4.  Design, synthesis, and molecular modeling of novel pyrido[2,3-d]pyrimidine analogues as antifolates; application of Buchwald-Hartwig aminations of heterocycles.

Authors:  Aleem Gangjee; Ojas A Namjoshi; Sudhir Raghavan; Sherry F Queener; Roy L Kisliuk; Vivian Cody
Journal:  J Med Chem       Date:  2013-05-21       Impact factor: 7.446

5.  A bulky biaryl phosphine ligand allows for palladium-catalyzed amidation of five-membered heterocycles as electrophiles.

Authors:  Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-30       Impact factor: 15.336

6.  Palladium-Catalyzed Coupling of Functionalized Primary and Secondary Amines with Aryl and Heteroaryl Halides: Two Ligands Suffice in Most Cases.

Authors:  Debabrata Maiti; Brett P Fors; Jaclyn L Henderson; Yoshinori Nakamura; Stephen L Buchwald
Journal:  Chem Sci       Date:  2011-01-01       Impact factor: 9.825

7.  Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions.

Authors:  Bowman Potter; Emma K Edelstein; James P Morken
Journal:  Org Lett       Date:  2016-06-16       Impact factor: 6.005

8.  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

9.  Palladium-catalyzed amination of unprotected halo-7-azaindoles.

Authors:  Jaclyn L Henderson; Sarah M McDermott; Stephen L Buchwald
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005

10.  Efficient Pd-catalyzed amination reactions for heterocycle functionalization.

Authors:  Jaclyn L Henderson; Stephen L Buchwald
Journal:  Org Lett       Date:  2010-10-15       Impact factor: 6.005
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