Literature DB >> 24256509

Nickel or phenanthroline mediated intramolecular arylation of sp3 C-H bonds using aryl halides.

William C Wertjes1, Lydia C Wolfe, Peter J Waller, Dipannita Kalyani.   

Abstract

The development of the intramolecular arylation of sp(3) C-H bonds adjacent to nitrogen using aryl halides is described. Arylation was accomplished using either Ni(COD)2 or 1,10-phenanthroline in substoichiometric amounts, and the reaction conditions were applied to a variety of electronically differentiated benzamide substrates. Preliminary studies suggest a mechanism involving aryl and alkyl radical intermediates.

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Year:  2013        PMID： 24256509      PMCID： PMC3946489          DOI： 10.1021/ol402869h

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


  52 in total

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Journal:  Chemistry       Date:  2012-07-24       Impact factor: 5.236

5.  CuBr-catalyzed direct indolation of tetrahydroisoquinolines via cross-dehydrogenative coupling between sp3 C-H and sp2 C-H bonds.

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6.  Cross-coupling of C(sp)-H Bonds with Organometallic Reagents via Pd(II)/Pd(0) Catalysis**

Authors:  Masayuki Wasa; Keary M Engle; Jin-Quan Yu
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8.  β-Arylation of carboxamides via iron-catalyzed C(sp3)-H bond activation.

Authors:  Rui Shang; Laurean Ilies; Arimasa Matsumoto; Eiichi Nakamura
Journal:  J Am Chem Soc       Date:  2013-04-16       Impact factor: 15.419

9.  Enantioselective, palladium-catalyzed alpha-arylation of N-Boc-pyrrolidine.

Authors:  Kevin R Campos; Artis Klapars; Jacob H Waldman; Peter G Dormer; Cheng-yi Chen
Journal:  J Am Chem Soc       Date:  2006-03-22       Impact factor: 15.419

10.  Transition metal-catalyzed direct arylation of substrates with activated sp3-hybridized C-H bonds and some of their synthetic equivalents with aryl halides and pseudohalides.

Authors:  Fabio Bellina; Renzo Rossi
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622
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  3 in total

1.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

2.  Nickel-Mediated Synthesis of Isoindolinones at Room Temperature.

Authors:  William C Wertjes; Peter J Waller; Kyle E Shelton; Dipannita Kalyani
Journal:  Synthesis (Stuttg)       Date:  2014-08-21       Impact factor: 3.157

Review 3.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236
  3 in total

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