Literature DB >> 29711304

A Convenient and General Method for Pd-Catalyzed Suzuki Cross-Couplings of Aryl Chlorides and Arylboronic Acids.

Adam F Littke1, Gregory C Fu1.   

Abstract

From only commercially available reagents a wide array of Suzuki cross-couplings of aryl chlorides with arylboronic acids can be effected in excellent yield [Eq. (a)]. This development provides a general solution to a long-standing limitation of this extremely powerful process-the poor reactivity of inexpensive and readily accessible aryl chlorides. dba=dibenzylideneacetone. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  Cross-coupling; Homogeneous catalysis; Palladium; Suzuki reaction

Year:  1998        PMID: 29711304     DOI: 10.1002/(SICI)1521-3773(19981231)37:24<3387::AID-ANIE3387>3.0.CO;2-P

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  16 in total

1.  Enantioselective construction of all-carbon quaternary centers by branch-selective Pd-catalyzed allyl-allyl cross-coupling.

Authors:  Ping Zhang; Hai Le; Robert E Kyne; James P Morken
Journal:  J Am Chem Soc       Date:  2011-06-07       Impact factor: 15.419

2.  Pd/P(t-Bu)(3)-Catalyzed Suzuki Cross-Couplings in the Presence of Water.

Authors:  Sha Lou; Gregory C Fu
Journal:  Adv Synth Catal       Date:  2010-10-09       Impact factor: 5.837

3.  Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-ortho-Substituted Biaryl Synthesis.

Authors:  Nitinchandra Dahyabhai Patel; Joshua D Sieber; Sergei Tcyrulnikov; Bryan J Simmons; Daniel Rivalti; Krishnaja Duvvuri; Yongda Zhang; Donghong A Gao; Keith R Fandrick; Nizar Haddad; Kendricks So Lao; Hari Prasad Reddy Mangunuru; Soumik Biswas; Bo Qu; Nelu Grinberg; Scott Pennino; Heewon Lee; Jinhua J Song; B Frank Gupton; Neil K Garg; Marisa C Kozlowski; Chris H Senanayake
Journal:  ACS Catal       Date:  2018-09-20       Impact factor: 13.084

4.  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions employing dialkylbiaryl phosphine ligands.

Authors:  Ruben Martin; Stephen L Buchwald
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

Review 5.  Understanding and Improving the Activity of Flavin-Dependent Halogenases via Random and Targeted Mutagenesis.

Authors:  Mary C Andorfer; Jared C Lewis
Journal:  Annu Rev Biochem       Date:  2018-03-28       Impact factor: 23.643

Review 6.  Developing ligands for palladium(II)-catalyzed C-H functionalization: intimate dialogue between ligand and substrate.

Authors:  Keary M Engle; Jin-Quan Yu
Journal:  J Org Chem       Date:  2013-05-03       Impact factor: 4.354

7.  Effects of Bases and Halides on the Amination of Chloroarenes Catalyzed by Pd(PtBu3)2.

Authors:  Shashank Shekhar; John F Hartwig
Journal:  Organometallics       Date:  2006-12-19       Impact factor: 3.876

8.  Redox active dendronized polystyrenes equipped with peripheral triarylamines.

Authors:  Toshiki Nokami; Naoki Musya; Tatsuya Morofuji; Keiji Takeda; Masahiro Takumi; Akihiro Shimizu; Jun-Ichi Yoshida
Journal:  Beilstein J Org Chem       Date:  2014-12-22       Impact factor: 2.883

9.  Multiplexed CuAAC Suzuki-Miyaura Labeling for Tandem Activity-Based Chemoproteomic Profiling.

Authors:  Jian Cao; Lisa M Boatner; Heta S Desai; Nikolas R Burton; Ernest Armenta; Neil J Chan; José O Castellón; Keriann M Backus
Journal:  Anal Chem       Date:  2021-01-20       Impact factor: 6.986

10.  Overcoming the Naphthyl Requirement in Stereospecific Cross-Couplings to Form Quaternary Stereocenters.

Authors:  Jianyu Xu; Olivia P Bercher; Mary P Watson
Journal:  J Am Chem Soc       Date:  2021-06-01       Impact factor: 16.383

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