Literature DB >> 21966033

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

Steven W McDaniel1, Charles M Keyari, Kevin C Rider, Nicholas R Natale, Philippe Diaz.   

Abstract

A procedure for benzylic Suzuki-Miyaura cross-coupling under microwave conditions has been developed. These conditions allowed for heterocyclic compounds to be coupled. Optimum conditions found were Pd(OAc)(2), JohnPhos as the catalyst and ligand, potassium carbonate as base, and DMF as the solvent. Using these conditions, a library of structurally diverse compounds was synthesized.

Entities:  

Year:  2011        PMID: 21966033      PMCID: PMC3182109          DOI: 10.1016/j.tetlet.2011.08.096

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  15 in total

1.  Kaposi's sarcoma-associated herpesvirus fusion-entry receptor: cystine transporter xCT.

Authors:  Johnan A R Kaleeba; Edward A Berger
Journal:  Science       Date:  2006-03-31       Impact factor: 47.728

2.  A Highly Active Catalyst for the Room-Temperature Amination and Suzuki Coupling of Aryl Chlorides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-08       Impact factor: 15.336

3.  Suzuki-Miyaura cross-coupling of benzylic carbonates with arylboronic acids.

Authors:  Ryoichi Kuwano; Masashi Yokogi
Journal:  Org Lett       Date:  2005-03-03       Impact factor: 6.005

4.  Cystine/glutamate exchange regulates metabotropic glutamate receptor presynaptic inhibition of excitatory transmission and vulnerability to cocaine seeking.

Authors:  Megan M Moran; Krista McFarland; Roberto I Melendez; Peter W Kalivas; Jeremy K Seamans
Journal:  J Neurosci       Date:  2005-07-06       Impact factor: 6.167

5.  Simple, efficient catalyst system for the palladium-catalyzed amination of aryl chlorides, bromides, and triflates.

Authors:  J P Wolfe; H Tomori; J P Sadighi; J Yin; S L Buchwald
Journal:  J Org Chem       Date:  2000-02-25       Impact factor: 4.354

6.  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

Review 7.  xCT modulation in gliomas: relevance to energy metabolism and tumor microenvironment normalization.

Authors:  Nic E Savaskan; Ilker Y Eyüpoglu
Journal:  Ann Anat       Date:  2010-08-05       Impact factor: 2.698

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

Authors:  Mark McLaughlin
Journal:  Org Lett       Date:  2005-10-27       Impact factor: 6.005

9.  Isoxazole analogues bind the system xc- transporter: structure-activity relationship and pharmacophore model.

Authors:  Sarjubhai A Patel; Trideep Rajale; Erin O'Brien; David J Burkhart; Jared K Nelson; Brendan Twamley; Alex Blumenfeld; Monika I Szabon-Watola; John M Gerdes; Richard J Bridges; Nicholas R Natale
Journal:  Bioorg Med Chem       Date:  2009-11-10       Impact factor: 3.641

10.  4-amino-5-substituted-3(2H)-pyridazinones as orally active antinociceptive agents: synthesis and studies on the mechanism of action.

Authors:  Maria Paola Giovannoni; Nicoletta Cesari; Claudia Vergelli; Alessia Graziano; Claudio Biancalani; Pierfrancesco Biagini; Carla Ghelardini; Elisa Vivoli; Vittorio Dal Piaz
Journal:  J Med Chem       Date:  2007-07-13       Impact factor: 7.446

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  2 in total

1.  Microwave accelerated synthesis of isoxazole hydrazide inhibitors of the system xc- transporter: Initial homology model.

Authors:  Afnan A Matti; Joseph Mirzaei; John Rudolph; Stephen A Smith; Jayme L Newell; Sarjubhai A Patel; Michael R Braden; Richard J Bridges; Nicholas R Natale
Journal:  Bioorg Med Chem Lett       Date:  2013-08-27       Impact factor: 2.823

2.  Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules.

Authors:  Komal Rizwan; Muhammad Zubair; Nasir Rasool; Shaukat Ali; Ameer Fawad Zahoor; Usman Ali Rana; Salah Ud-Din Khan; Muhammad Shahid; Muhammad Zia-Ul-Haq; Hawa Ze Jaafar
Journal:  Chem Cent J       Date:  2014-12-17       Impact factor: 4.215

  2 in total

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