Literature DB >> 16391740

A simple guide for predicting regioselectivity in the coupling of polyhaloheteroaromatics.

Scott T Handy1, Yanan Zhang.   

Abstract

A simple guide for predicting the order and site of coupling (Suzuki, Stille, Negishi, Sonogashira, etc.) in polyhaloheteroaromatics based upon the (1)H NMR chemical shift values of the parent non-halogenated heteroaromatics has been developed.

Year:  2005        PMID： 16391740     DOI： 10.1039/b512948f

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


  14 in total

1.  Predictive Model for Site-Selective Aryl and Heteroaryl C-H Functionalization via Organic Photoredox Catalysis.

Authors:  Kaila A Margrey; Joshua B McManus; Simone Bonazzi; Frederic Zecri; David A Nicewicz
Journal:  J Am Chem Soc       Date:  2017-08-07       Impact factor: 15.419

2.  Regioselective double Suzuki couplings of 4,5-dibromothiophene-2-carboxaldehyde.

Authors:  Scott T Handy; Diyar Mayi
Journal:  Tetrahedron Lett       Date:  2007-11-12       Impact factor: 2.415

3.  Studies of one-pot double couplings on dibromoquinolines.

Authors:  Alexander Piala; Diyar Mayi; Scott T Handy
Journal:  Tetrahedron       Date:  2011-06-10       Impact factor: 2.457

4.  One-pot Double Suzuki Couplings of Dichloropyrimidines.

Authors:  Samantha C Anderson; Scott T Handy
Journal:  Synthesis (Stuttg)       Date:  2010-08-01       Impact factor: 3.157

5.  Double Couplings of Dibromothiophenes using Boronic Acids and Boronates.

Authors:  Samantha Varello; Scott T Handy
Journal:  Synthesis (Stuttg)       Date:  2009-05-12       Impact factor: 3.157

6.  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

7.  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

8.  Selective and Serial Suzuki-Miyaura Reactions of Polychlorinated Aromatics with Alkyl Pinacol Boronic Esters.

Authors:  Sébastien Laulhé; J Miles Blackburn; Jennifer L Roizen
Journal:  Org Lett       Date:  2016-08-18       Impact factor: 6.005

9.  A Dichotomy in Cross-Coupling Site Selectivity in a Dihalogenated Heteroarene: Influence of Mononuclear Pd, Pd Clusters, and Pd Nanoparticles-the Case for Exploiting Pd Catalyst Speciation.

Authors:  Neil W J Scott; Mark J Ford; Neda Jeddi; Anthony Eyles; Lauriane Simon; Adrian C Whitwood; Theo Tanner; Charlotte E Willans; Ian J S Fairlamb
Journal:  J Am Chem Soc       Date:  2021-06-21       Impact factor: 15.419

10.  Synthesis of heterocyclic triads by Pd-catalyzed cross-couplings and evaluation of their cell-specific toxicity profile.

Authors:  Joseph Salamoun; Shelby Anderson; James C Burnett; Rick Gussio; Peter Wipf
Journal:  Org Lett       Date:  2014-03-18       Impact factor: 6.005
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