Literature DB >> 21366299

Synthesis and cross-coupling of sulfonamidomethyltrifluoroborates.

Gary A Molander1, Nicolas Fleury-Brégeot, Marie-Aude Hiebel.   

Abstract

Sulfonamidomethyltrifluoroborates were successfully synthesized and cross-coupled with a wide range of aryl and heteroaryl chlorides, allowing the construction of a sulfonamidomethyl aryl linkage through a new disconnection, thus offering a new way to access such structurally interesting motifs.

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Year:  2011        PMID: 21366299      PMCID: PMC3064731          DOI: 10.1021/ol200202g

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


  30 in total

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3.  An easy microwave-assisted synthesis of sulfonamides directly from sulfonic acids.

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4.  Sulfonamide drugs binding to the colchicine site of tubulin: thermodynamic analysis of the drug-tubulin interactions by isothermal titration calorimetry.

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5.  Aryl trifluoroborates in Suzuki-Miyaura coupling: the roles of endogenous aryl boronic acid and fluoride.

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Journal:  Angew Chem Int Ed Engl       Date:  2010-07-12       Impact factor: 15.336

6.  Novel arylsulfoanilide-oxindole hybrid as an anticancer agent that inhibits translation initiation.

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7.  Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Org Lett       Date:  2008-04-26       Impact factor: 6.005

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.  Direct synthesis of sulfonamides and activated sulfonate esters from sulfonic acids.

Authors:  Stephen Caddick; Jonathan D Wilden; Duncan B Judd
Journal:  J Am Chem Soc       Date:  2004-02-04       Impact factor: 15.419

10.  Ruthenium-catalyzed N-alkylation of amines and sulfonamides using borrowing hydrogen methodology.

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  11 in total

1.  Synthesis and reactivity of solid-supported organotrifluoroborates in Suzuki cross-coupling.

Authors:  Virginie Colombel; Marc Presset; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  Org Lett       Date:  2012-03-09       Impact factor: 6.005

2.  Alkylation of Sulfonamides with Trichloroacetimidates under Thermal Conditions.

Authors:  Daniel R Wallach; John D Chisholm
Journal:  J Org Chem       Date:  2016-08-10       Impact factor: 4.354

3.  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

4.  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

5.  Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl mesylates.

Authors:  Gary A Molander; Inji Shin
Journal:  Org Lett       Date:  2012-05-31       Impact factor: 6.005

6.  Synthesis and cross-coupling reactions of imidomethyltrifluoroborates with aryl chlorides.

Authors:  Rammohan Devulapally; Nicolas Fleury-Brégeot; Gary A Molander; Dave G Seapy
Journal:  Tetrahedron Lett       Date:  2012-02-29       Impact factor: 2.415

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

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Journal:  Angew Chem Int Ed Engl       Date:  2015-11-23       Impact factor: 15.336

8.  Suzuki-Miyaura cross-coupling of potassium alkoxyethyltrifluoroborates: access to aryl/heteroarylethyloxy motifs.

Authors:  Nicolas Fleury-Brégeot; Marc Presset; Floriane Beaumard; Virginie Colombel; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  J Org Chem       Date:  2012-11-06       Impact factor: 4.354

Review 9.  Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.

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10.  Microwave-enhanced cross-coupling reactions involving alkynyltrifluoroborates with aryl bromides.

Authors:  Vitali Coltuclu; Eric Dadush; Abhijit Naravane; George W Kabalka
Journal:  Molecules       Date:  2013-01-29       Impact factor: 4.411

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