Literature DB >> 30763109

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters.

Alexander M Haydl1, John F Hartwig1.   

Abstract

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

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Year:  2019        PMID： 30763109      PMCID： PMC6827334          DOI： 10.1021/acs.orglett.9b00025

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


  49 in total

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5.  Iron-catalyzed coupling of aryl sulfamates and aryl/vinyl tosylates with aryl Grignards.

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6.  A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuR(F)].

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7.  Iron-Catalyzed Directed C(sp(2))-H and C(sp(3))-H Functionalization with Trimethylaluminum.

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8.  meta-C-H Arylation and Alkylation of Benzylsulfonamide Enabled by a Palladium(II)/Isoquinoline Catalyst.

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9.  Sterically controlled iodination of arenes via iridium-catalyzed C-H borylation.

Authors:  Benjamin M Partridge; John F Hartwig
Journal:  Org Lett       Date:  2012-12-20       Impact factor: 6.005

10.  Copper(I)-catalyzed formal carboboration of alkynes: synthesis of tri- and tetrasubstituted vinylboronates.

Authors:  Ricardo Alfaro; Alejandro Parra; José Alemán; José Luis García Ruano; Mariola Tortosa
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Journal:  J Am Chem Soc       Date:  2020-10-05       Impact factor: 15.419

Review 2.  Indolylboronic Acids: Preparation and Applications.

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Journal:  Molecules       Date:  2019-09-28       Impact factor: 4.411

3.  Palladium-catalyzed nucleomethylation of alkynes for synthesis of methylated heteroaromatic compounds.

Authors:  Xi Yang; Gang Wang; Zhi-Shi Ye
Journal:  Chem Sci       Date:  2022-08-18       Impact factor: 9.969
  3 in total

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