Literature DB >> 23296637

An efficient method for sterically demanding Suzuki-Miyaura coupling reactions.

Qing Zhao1, Chengxi Li, Chris H Senanayake, Wenjun Tang.   

Abstract

An efficient method for sterically demanding Suzuki-Miyaura coupling reactions has been developed with two catalysts, Pd/BI-DIME (see scheme) and Pd/phenanthrene-based ligand. The Pd/BI-DIME catalyst facilitates the syntheses of extremely hindered biaryls bearing ortho-isopropyl substituents. The other catalyst is efficient for the synthesis of functionalized tetra-ortho-substituted biaryls at low catalyst loadings.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2013        PMID: 23296637     DOI: 10.1002/chem.201203898

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature.

Authors:  Sachin Handa; Martin P Andersson; Fabrice Gallou; John Reilly; Bruce H Lipshutz
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-29       Impact factor: 15.336

2.  Unexpected Formation of Hexasubstituted Arenes through a 2-fold Palladium-Mediated Ligand Arylation.

Authors:  Corin C Wagen; Bryan T Ingoglia; Stephen L Buchwald
Journal:  J Org Chem       Date:  2019-09-25       Impact factor: 4.354

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.  Pd-catalyzed asymmetric Suzuki-Miyaura coupling reactions for the synthesis of chiral biaryl compounds with a large steric substituent at the 2-position.

Authors:  Yongsu Li; Bendu Pan; Xuefeng He; Wang Xia; Yaqi Zhang; Hao Liang; Chitreddy V Subba Reddy; Rihui Cao; Liqin Qiu
Journal:  Beilstein J Org Chem       Date:  2020-05-11       Impact factor: 2.883

5.  Synthesis of Phenacene-Helicene Hybrids by Directed Remote Metalation.

Authors:  Sindhu Kancherla; Kåre B Jørgensen
Journal:  J Org Chem       Date:  2020-08-26       Impact factor: 4.354

  5 in total

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