Literature DB >> 22188556

Pd(OAc)2/o-chloranil/M(OTf)n: a catalyst for the direct C-H arylation of polycyclic aromatic hydrocarbons with boryl-, silyl-, and unfunctionalized arenes.

Katsuaki Kawasumi1, Kenji Mochida, Tomonori Kajino, Yasutomo Segawa, Kenichiro Itami.   

Abstract

Pd(OAc)(2)/o-chloranil/M(OTf)(n) can effectively promote the C-H arylation of fluoranthene with arylboron compounds or arylsilanes. The reaction takes place with high regioselectivity at the C3 position of fluoranthene. Moreover, the new catalytic system allows the use of unfunctionalized arenes as coupling partners in the arylation of polycyclic aromatic hydrocarbons.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID: 22188556     DOI: 10.1021/ol203235w

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


  6 in total

1.  C-H bond activation enables the rapid construction and late-stage diversification of functional molecules.

Authors:  Joanna Wencel-Delord; Frank Glorius
Journal:  Nat Chem       Date:  2013-05       Impact factor: 24.427

2.  Ligand-enabled cross-coupling of C(sp(3))-H bonds with arylsilanes.

Authors:  Jian He; Ryosuke Takise; Haiyan Fu; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-04-02       Impact factor: 15.419

3.  Rapid Access to Hydroxyfluoranthenes via a Domino Suzuki-Miyaura/Intramolecular Diels-Alder/Ring-Opening Reactions Sequence.

Authors:  Dilgam Ahmadli; Yesim Sahin; Eylul Calikyilmaz; Onur Şahin; Yunus E Türkmen
Journal:  J Org Chem       Date:  2022-04-07       Impact factor: 4.198

4.  One-shot K-region-selective annulative π-extension for nanographene synthesis and functionalization.

Authors:  Kyohei Ozaki; Katsuaki Kawasumi; Mari Shibata; Hideto Ito; Kenichiro Itami
Journal:  Nat Commun       Date:  2015-02-16       Impact factor: 14.919

5.  C-H arylation of triphenylene, naphthalene and related arenes using Pd/C.

Authors:  Karl D Collins; Roman Honeker; Suhelen Vásquez-Céspedes; Dan-Tam D Tang; Frank Glorius
Journal:  Chem Sci       Date:  2014-12-22       Impact factor: 9.825

6.  Synthesis of open-shell ladder π-systems by catalytic C-H annulation of diarylacetylenes.

Authors:  Takehisa Maekawa; Hiroshi Ueno; Yasutomo Segawa; Michael M Haley; Kenichiro Itami
Journal:  Chem Sci       Date:  2015-10-22       Impact factor: 9.825

  6 in total

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