Literature DB >> 17457427

Aryl bromide/triflate selectivities reveal mechanistic divergence in palladium-catalysed couplings; the Suzuki-Miyaura anomaly.

Gustavo Espino1, Almira Kurbangalieva, John M Brown.   

Abstract

In palladium-catalysed cross-coupling reactions, the outcome of competition between aryl bromides and aryl triflates depends on the nucleophilic partner; Suzuki couplings with R-B generally follow a different pattern from other R-M species.

Entities:  

Year:  2007        PMID： 17457427     DOI： 10.1039/b701517h

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


  16 in total

1.  Distinguishing between pathways for transmetalation in Suzuki-Miyaura reactions.

Authors:  Brad P Carrow; John F Hartwig
Journal:  J Am Chem Soc       Date:  2011-01-31       Impact factor: 15.419

2.  Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhe Dong; Gang Lu; Jianchun Wang; Peng Liu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2018-06-27       Impact factor: 15.419

3.  Sulfonate Versus Sulfonate: Nickel and Palladium Multimetallic Cross-Electrophile Coupling of Aryl Triflates with Aryl Tosylates.

Authors:  Kai Kang; Liangbin Huang; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2020-06-08       Impact factor: 15.419

4.  Theoretical bond dissociation energies of halo-heterocycles: trends and relationships to regioselectivity in palladium-catalyzed cross-coupling reactions.

Authors:  Yeimy Garcia; Franziska Schoenebeck; Claude Y Legault; Craig A Merlic; K N Houk
Journal:  J Am Chem Soc       Date:  2009-05-13       Impact factor: 15.419

5.  Chemoselectivity in the Kosugi-Migita-Stille coupling of bromophenyl triflates and bromo-nitrophenyl triflates with (ethenyl)tributyltin.

Authors:  Nurul N Ansari; Matthew M Cummings; Björn C G Söderberg
Journal:  Tetrahedron       Date:  2018-04-10       Impact factor: 2.457

6.  Rapid Room-Temperature, Chemoselective Csp2 -Csp2 Coupling of Poly(pseudo)halogenated Arenes Enabled by Palladium(I) Catalysis in Air.

Authors:  Indrek Kalvet; Guillaume Magnin; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-29       Impact factor: 15.336

7.  Haloselective Cross-Coupling via Ni/Photoredox Dual Catalysis.

Authors:  Kingson Lin; Rebecca J Wiles; Christopher B Kelly; Geraint H M Davies; Gary A Molander
Journal:  ACS Catal       Date:  2017-07-07       Impact factor: 13.084

8.  Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air.

Authors:  Indrek Kalvet; Theresa Sperger; Thomas Scattolin; Guillaume Magnin; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-16       Impact factor: 15.336

9.  Site-selective Suzuki-Miyaura coupling of heteroaryl halides - understanding the trends for pharmaceutically important classes.

Authors:  Joshua Almond-Thynne; David C Blakemore; David C Pryde; Alan C Spivey
Journal:  Chem Sci       Date:  2016-08-09       Impact factor: 9.825

10.  Total synthesis of the antitumor antibiotic (±)-streptonigrin: first- and second-generation routes for de novo pyridine formation using ring-closing metathesis.

Authors:  Timothy J Donohoe; Christopher R Jones; Anne F Kornahrens; Luiz C A Barbosa; Louise J Walport; Matthew R Tatton; Michael O'Hagan; Akshat H Rathi; David B Baker
Journal:  J Org Chem       Date:  2013-12-12       Impact factor: 4.354
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