Literature DB >> 20879742

Synthesis of amidomethyltrifluoroborates and their use in cross-coupling reactions.

Gary A Molander1, Marie-Aude Hiebel.   

Abstract

Amidomethyltrifluoroborates were successfully synthesized in a one-pot fashion and used in cross-coupling reactions with a wide variety of aryl and heteroaryl chlorides.

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Year:  2010        PMID： 20879742      PMCID： PMC2966550          DOI： 10.1021/ol102039c

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


  17 in total

1.  Ring enlargement of boracyclanes via sequential one carbon homologation. The first synthesis of boracyclanes in the strained medium ring range.

Authors:  H C Brown; A S Phadke; M V Rangaishenvi
Journal:  J Am Chem Soc       Date:  1988-08-01       Impact factor: 15.419

2.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction.

Authors:  Gary A Molander; Noel Ellis
Journal:  Acc Chem Res       Date:  2007-01-26       Impact factor: 22.384

Review 3.  Potassium organotrifluoroborates: new perspectives in organic synthesis.

Authors:  Sylvain Darses; Jean-Pierre Genet
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

4.  Synthesis and structural investigation of internally coordinated alpha-amidoboronic acids.

Authors:  Jack H Lai; Yuxin Liu; Wengen Wu; Yuhong Zhou; Hlaing H Maw; William W Bachovchin; Krishna L Bhat; Charles W Bock
Journal:  J Org Chem       Date:  2006-01-20       Impact factor: 4.354

5.  Acylamino boronic acids and difluoroborane analogues of amino acids: potent inhibitors of chymotrypsin and elastase.

Authors:  D H Kinder; J A Katzenellenbogen
Journal:  J Med Chem       Date:  1985-12       Impact factor: 7.446

6.  Scope of the Suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates.

Authors:  Gary A Molander; Belgin Canturk; Lauren E Kennedy
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

7.  Pharmacology and antitumor activity of ABC294640, a selective inhibitor of sphingosine kinase-2.

Authors:  Kevin J French; Yan Zhuang; Lynn W Maines; Peng Gao; Wenxue Wang; Vladimir Beljanski; John J Upson; Cecelia L Green; Staci N Keller; Charles D Smith
Journal:  J Pharmacol Exp Ther       Date:  2010-01-08       Impact factor: 4.030

8.  Aminomethylations via cross-coupling of potassium organotrifluoroborates with aryl bromides.

Authors:  Gary A Molander; Deidre L Sandrock
Journal:  Org Lett       Date:  2007-03-17       Impact factor: 6.005

9.  Amide synthesis from alcohols and amines by the extrusion of dihydrogen.

Authors:  Lars Ulrik Nordstrøm; Henning Vogt; Robert Madsen
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

10.  Picotamide, an antithromboxane agent, inhibits the migration and proliferation of arterial myocytes.

Authors:  S Ratti; P Quarato; C Casagrande; R Fumagalli; A Corsini
Journal:  Eur J Pharmacol       Date:  1998-08-14       Impact factor: 4.432
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  13 in total

1.  Facile synthesis of borofragments and their evaluation in activity-based protein profiling.

Authors:  Shinya Adachi; Armand B Cognetta; Micah J Niphakis; Zhi He; Adam Zajdlik; Jeffrey D St Denis; Conor C G Scully; Benjamin F Cravatt; Andrei K Yudin
Journal:  Chem Commun (Camb)       Date:  2015-02-28       Impact factor: 6.222

2.  Synthesis and Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl halides.

Authors:  Gary A Molander; Inji Shin
Journal:  Org Lett       Date:  2011-07-06       Impact factor: 6.005

3.  2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones.

Authors:  Kangnan Li; Xinxin Shao; Luke Tseng; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-01-04       Impact factor: 15.419

4.  Synthesis and cross-coupling of sulfonamidomethyltrifluoroborates.

Authors:  Gary A Molander; Nicolas Fleury-Brégeot; Marie-Aude Hiebel
Journal:  Org Lett       Date:  2011-03-02       Impact factor: 6.005

5.  Potassium Boc-protected secondary aminomethyltrifluoroborates: synthesis and Suzuki-Miyaura cross-coupling reactions.

Authors:  Gary A Molander; Inji Shin
Journal:  Org Lett       Date:  2012-08-29       Impact factor: 6.005

6.  Cross-coupling of mesylated phenol derivatives with potassium ammonio- and amidomethyltrifluoroborates.

Authors:  Gary A Molander; Floriane Beaumard
Journal:  Org Lett       Date:  2011-02-04       Impact factor: 6.005

7.  Rapid and efficient access to secondary arylmethylamines.

Authors:  Nicolas Fleury-Brégeot; Jessica Raushel; Deidre L Sandrock; Spencer D Dreher; Gary A Molander
Journal:  Chemistry       Date:  2012-07-05       Impact factor: 5.236

8.  Reinvestigation of aminomethyltrifluoroborates and their application in Suzuki-Miyaura cross-coupling reactions.

Authors:  Jessica Raushel; Deidre L Sandrock; Kanth V Josyula; Deborah Pakyz; Gary A Molander
Journal:  J Org Chem       Date:  2011-03-15       Impact factor: 4.354

9.  α-Arylation/Heteroarylation of Chiral α-Aminomethyltrifluoroborates by Synergistic Iridium Photoredox/Nickel Cross-Coupling Catalysis.

Authors:  Mirna El Khatib; Ricardo Augusto Massarico Serafim; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-23       Impact factor: 15.336

10.  Pd-catalyzed Suzuki-Miyaura cross-coupling reactions between sulfamates and potassium Boc-protected aminomethyltrifluoroborates.

Authors:  Gary A Molander; Inji Shin
Journal:  Org Lett       Date:  2013-05-06       Impact factor: 6.005
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