C–H Functionalization

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Editor: Prof. Huw M. L. Davies
Emory University
 
C–H Functionalization has the potential to become a paradigmshifting strategy for organic synthesis. Over the last decade, the field has experienced explosive growth and a large variety of new C–H functionalization methodologies have been developed. In particular, regioselective functionalization of sp2 C–H bonds has become a broadly flexible approach for the synthesis of complex aromatic carbocycles and heterocycles. The selective functionalization of sp3C–H bonds is a more challenging proposition, but in recent years significant advances have been made to suggest that even these types of transformations can become broadly applicable. This Thematic Series highlights some of the novel approaches that are applied to the field of C–H functionalization and it covers topics that range from novel catalyst design, new synthetic methods, and cascade sequences that incorporate C–H functionalization.

See also the Thematic Series:
C–H Functionalization/activation in organic synthesis

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C–H Functionalization

  • Huw M. L. Davies

Beilstein J. Org. Chem. 2012, 8, 1552–1553, doi:10.3762/bjoc.8.176

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Published 18 Sep 2012

C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C–H bond activation

  • Zhenhua Ding and
  • Naohiko Yoshikai

Beilstein J. Org. Chem. 2012, 8, 1536–1542, doi:10.3762/bjoc.8.174

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Published 14 Sep 2012

Metal–ligand multiple bonds as frustrated Lewis pairs for C–H functionalization

  • Matthew T. Whited

Beilstein J. Org. Chem. 2012, 8, 1554–1563, doi:10.3762/bjoc.8.177

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Review
Published 18 Sep 2012

Arylglycine-derivative synthesis via oxidative sp3 C–H functionalization of α-amino esters

  • Zhanwei Xu,
  • Xiaoqiang Yu,
  • Xiujuan Feng and
  • Ming Bao

Beilstein J. Org. Chem. 2012, 8, 1564–1568, doi:10.3762/bjoc.8.178

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Published 18 Sep 2012

Synthesis of conformationally restricted glutamate and glutamine derivatives from carbonylation of orthopalladated phenylglycine derivatives

  • Esteban P. Urriolabeitia,
  • Eduardo Laga and
  • Carlos Cativiela

Beilstein J. Org. Chem. 2012, 8, 1569–1575, doi:10.3762/bjoc.8.179

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Published 18 Sep 2012

Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles

  • Anthony R. Martin,
  • Anthony Chartoire,
  • Alexandra M. Z. Slawin and
  • Steven P. Nolan

Beilstein J. Org. Chem. 2012, 8, 1637–1643, doi:10.3762/bjoc.8.187

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Published 27 Sep 2012

Palladium-catalyzed dual C–H or N–H functionalization of unfunctionalized indole derivatives with alkenes and arenes

  • Gianluigi Broggini,
  • Egle M. Beccalli,
  • Andrea Fasana and
  • Silvia Gazzola

Beilstein J. Org. Chem. 2012, 8, 1730–1746, doi:10.3762/bjoc.8.198

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Published 11 Oct 2012

Copper-catalyzed CuAAC/intramolecular C–H arylation sequence: Synthesis of annulated 1,2,3-triazoles

  • Rajkumar Jeyachandran,
  • Harish Kumar Potukuchi and
  • Lutz Ackermann

Beilstein J. Org. Chem. 2012, 8, 1771–1777, doi:10.3762/bjoc.8.202

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Published 16 Oct 2012

Rh(III)-catalyzed directed C–H bond amidation of ferrocenes with isocyanates

  • Satoshi Takebayashi,
  • Tsubasa Shizuno,
  • Takashi Otani and
  • Takanori Shibata

Beilstein J. Org. Chem. 2012, 8, 1844–1848, doi:10.3762/bjoc.8.212

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Published 29 Oct 2012

Alkyne hydroarylation with Au N-heterocyclic carbene catalysts

  • Cristina Tubaro,
  • Marco Baron,
  • Andrea Biffis and
  • Marino Basato

Beilstein J. Org. Chem. 2013, 9, 246–253, doi:10.3762/bjoc.9.29

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Published 05 Feb 2013

N-Heterocyclic carbene–palladium catalysts for the direct arylation of pyrrole derivatives with aryl chlorides

  • Ismail Özdemir,
  • Nevin Gürbüz,
  • Nazan Kaloğlu,
  • Öznur Doğan,
  • Murat Kaloğlu,
  • Christian Bruneau and
  • Henri Doucet

Beilstein J. Org. Chem. 2013, 9, 303–312, doi:10.3762/bjoc.9.35

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Published 12 Feb 2013

Complete σ* intramolecular aromatic hydroxylation mechanism through O2 activation by a Schiff base macrocyclic dicopper(I) complex

  • Albert Poater and
  • Miquel Solà

Beilstein J. Org. Chem. 2013, 9, 585–593, doi:10.3762/bjoc.9.63

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Published 20 Mar 2013
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