Literature DB >> 18047357

Simple palladium(II) precatalyst for Suzuki-Miyaura couplings: efficient reactions of benzylic, aryl, heteroaryl, and vinyl coupling partners.

Michael J Burns1, Ian J S Fairlamb, Anant R Kapdi, Petr Sehnal, Richard J K Taylor.   

Abstract

trans-PdBr(N-Succ)(PPh3)2 (1) is a universally effective precatalyst for Suzuki-Miyaura cross-couplings of benzylic halides with aryl- or heteroarylboronic acids. Substituted aryl halides and halogenated cyclic enones can be cross-coupled with aryl- or vinylboronic acids in excellent yields. Catalyst recycling is also demonstrated.

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Year:  2007        PMID: 18047357     DOI: 10.1021/ol702291r

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


  10 in total

1.  "On water" sp3-sp2 cross-couplings between benzylic and alkenyl halides.

Authors:  Valeria Krasovskaya; Arkady Krasovskiy; Anish Bhattacharjya; Bruce H Lipshutz
Journal:  Chem Commun (Camb)       Date:  2011-04-12       Impact factor: 6.222

2.  Suzuki-Miyaura Cross-Coupling of Benzylic Bromides Under Microwave Conditions.

Authors:  Steven W McDaniel; Charles M Keyari; Kevin C Rider; Nicholas R Natale; Philippe Diaz
Journal:  Tetrahedron Lett       Date:  2011-10-26       Impact factor: 2.415

3.  Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones.

Authors:  José Barluenga; María Tomás-Gamasa; Fernando Aznar; Carlos Valdés
Journal:  Nat Chem       Date:  2009-08-16       Impact factor: 24.427

4.  Photo-Induced Ruthenium-Catalyzed C-H Benzylations and Allylations at Room Temperature.

Authors:  Julia Struwe; Korkit Korvorapun; Agnese Zangarelli; Lutz Ackermann
Journal:  Chemistry       Date:  2021-10-05       Impact factor: 5.020

5.  Substrate switchable Suzuki-Miyaura coupling for benzyl ester vs. benzyl halide.

Authors:  Masato Ohsumi; Akitaka Ito; Nagatoshi Nishiwaki
Journal:  RSC Adv       Date:  2018-10-12       Impact factor: 4.036

6.  Diarylmethanes through an Unprecedented Palladium-Catalyzed C-C Cross-Coupling of 1-(Aryl)methoxy-1 H-Benzotriazoles with Arylboronic Acids.

Authors:  Manish K Singh; Mahesh K Lakshman
Journal:  ChemCatChem       Date:  2015-11-04       Impact factor: 5.686

7.  A general solution for unstable boronic acids: slow-release cross-coupling from air-stable MIDA boronates.

Authors:  David M Knapp; Eric P Gillis; Martin D Burke
Journal:  J Am Chem Soc       Date:  2009-05-27       Impact factor: 15.419

8.  Cross-couplings between benzylic and aryl halides "on water": synthesis of diarylmethanes.

Authors:  Christophe Duplais; Arkady Krasovskiy; Alina Wattenberg; Bruce H Lipshutz
Journal:  Chem Commun (Camb)       Date:  2009-12-09       Impact factor: 6.222

9.  Hydroquinone-pyrrole dyads with varied linkers.

Authors:  Hao Huang; Christoffer Karlsson; Maria Strømme; Martin Sjödin; Adolf Gogoll
Journal:  Beilstein J Org Chem       Date:  2016-01-18       Impact factor: 2.883

10.  Carnosine suppresses neuronal cell death and inflammation induced by 6-hydroxydopamine in an in vitro model of Parkinson's disease.

Authors:  Maho Kubota; Nahoko Kobayashi; Toshifumi Sugizaki; Mikako Shimoda; Masahiro Kawahara; Ken-Ichiro Tanaka
Journal:  PLoS One       Date:  2020-10-14       Impact factor: 3.240

  10 in total

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