Literature DB >> 16317468

Cross-coupling of benzylic acetates with arylboronic acids: one-pot transformation of benzylic alcohols to diarylmethanes.

Ryoichi Kuwano1, Masashi Yokogi.   

Abstract

Benzylic acetates reacted with arylboronic acids in the presence of a DPEphos-[Pd(eta3-C3H5)Cl]2 catalyst when tert-amyl alcohol was used as a solvent, and the catalytic cross-couplings produced diarylmethanes in high yields (up to 94% isolated yield).

Entities:  

Year:  2005        PMID： 16317468     DOI： 10.1039/b513372f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  11 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.  In-Situ Bromination Enables Formal Cross-Electrophile Coupling of Alcohols with Aryl and Alkenyl Halides.

Authors:  Benjamin K Chi; Jonas K Widness; Michael M Gilbert; Daniel C Salgueiro; Kevin J Garcia; Daniel J Weix
Journal:  ACS Catal       Date:  2021-12-21       Impact factor: 13.084

3.  Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki-Miyaura Reactions of Diarylmethyl Esters.

Authors:  Amira H Dardir; Irene Casademont-Reig; David Balcells; Jonathan D Ellefsen; Matthew R Espinosa; Nilay Hazari; Nicholas E Smith
Journal:  Organometallics       Date:  2021-05-27       Impact factor: 3.837

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.  Ruthenium catalyzed decarbonylative arylation at sp3 carbon centers in pyrrolidine and piperidine heterocycles.

Authors:  Denis V Gribkov; Stefan J Pastine; Michael Schnürch; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2007-09-06       Impact factor: 15.419

7.  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

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.  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

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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