Literature DB >> 18839963

Aromatic ortho-benzylation reveals an unexpected reductant.

Andrew Martins1, Mark Lautens.   

Abstract

The discovery of a novel arylpalladium(II) reduction enables the synthesis of diarylmethanes via reductive benzylation. Benzyl chlorides were found to be the major source of hydride, acting as an alkylating agent and an aprotic surrogate for benzyl alcohol. This represents the first example of an arylpalladium(II) reduction mediated by a benzyl halide.

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Year:  2008        PMID: 18839963     DOI: 10.1021/ol802185x

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


  6 in total

1.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

2.  Redox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis.

Authors:  Renhe Li; Feipeng Liu; Guangbin Dong
Journal:  Chem       Date:  2019-03-07       Impact factor: 22.804

3.  Palladium/Norbornene Cooperative Catalysis.

Authors:  Jianchun Wang; Guangbin Dong
Journal:  Chem Rev       Date:  2019-04-25       Impact factor: 60.622

4.  Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhe Dong; Gang Lu; Jianchun Wang; Peng Liu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2018-06-27       Impact factor: 15.419

5.  Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp3)-H activation.

Authors:  Zhuo Wu; Hang Jiang; Yanghui Zhang
Journal:  Chem Sci       Date:  2021-05-19       Impact factor: 9.825

6.  Modular and regioselective synthesis of all-carbon tetrasubstituted olefins enabled by an alkenyl Catellani reaction.

Authors:  Jianchun Wang; Zhe Dong; Cheng Yang; Guangbin Dong
Journal:  Nat Chem       Date:  2019-11-18       Impact factor: 24.427

  6 in total

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