Literature DB >> 16235911

Suzuki-Miyaura cross-coupling of benzylic phosphates with arylboronic acids.

Mark McLaughlin1.   

Abstract

[reaction: see text] Suzuki-Miyaura cross-coupling of benzylic phosphates with arylboronic acids was investigated. Optimum conditions employed the simple catalytic system of palladium(II) acetate (1 mol %) and triphenylphosphine (4 mol %) with either potassium phosphate or potassium carbonate as the base and toluene as the solvent at 90 degrees C. Using the developed conditions, a series of structurally diverse diarylmethanes were prepared.

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Year:  2005        PMID: 16235911     DOI: 10.1021/ol0517271

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


  12 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.  Suzuki-Miyaura cross-coupling reactions of benzyl halides with potassium aryltrifluoroborates.

Authors:  Gary A Molander; Maxwell D Elia
Journal:  J Org Chem       Date:  2006-11-24       Impact factor: 4.354

4.  Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: stereospecific formation of diarylalkanes and triarylmethanes.

Authors:  Qi Zhou; Harathi D Srinivas; Srimoyee Dasgupta; Mary P Watson
Journal:  J Am Chem Soc       Date:  2013-02-20       Impact factor: 15.419

5.  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

6.  Green, Palladium-Catalyzed Synthesis of Benzylic H-phosphinates from Hypophosphorous Acid and Benzylic Alcohols.

Authors:  Laëtitia Coudray; Jean-Luc Montchamp
Journal:  European J Org Chem       Date:  2008-08-01

7.  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

8.  Nickel-catalyzed cross couplings of benzylic ammonium salts and boronic acids: stereospecific formation of diarylethanes via C-N bond activation.

Authors:  Prantik Maity; Danielle M Shacklady-McAtee; Glenn P A Yap; Eric R Sirianni; Mary P Watson
Journal:  J Am Chem Soc       Date:  2012-12-26       Impact factor: 15.419

9.  Cation-π Interactions in the Benzylic Arylation of Toluenes with Bimetallic Catalysts.

Authors:  Sheng-Chun Sha; Sergei Tcyrulnikov; Minyan Li; Bowen Hu; Yue Fu; Marisa C Kozlowski; Patrick J Walsh
Journal:  J Am Chem Soc       Date:  2018-09-19       Impact factor: 15.419

10.  Transforming Benzylic Amines into Diarylmethanes: Cross-Couplings of Benzylic Pyridinium Salts via C-N Bond Activation.

Authors:  Jennie Liao; Weiye Guan; Brian P Boscoe; Joseph W Tucker; John W Tomlin; Michelle R Garnsey; Mary P Watson
Journal:  Org Lett       Date:  2018-05-10       Impact factor: 6.005

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