Literature DB >> 20804140

Pd-catalyzed oxidative cross-coupling of perfluoroarenes with aromatic heterocycles.

Chun-Yang He1, Shilu Fan, Xingang Zhang.   

Abstract

A straightforward and practical method for direct Pd(OAc)(2)-catalyzed oxidative cross-coupling of electron-deficient perfluoroarenes with aromatic heterocycles has been developed. Because of its low catalyst loading (2.5 mol %), high reaction efficiency, good chemo- and regioselectivity, and excellent functional-group compatibility, this protocol provides a useful and operationally simple access to perfluoroarene-thiophene structures of interest in functional materials for electronic devices.

Entities:  

Year:  2010        PMID: 20804140     DOI: 10.1021/ja106046p

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  12 in total

1.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

2.  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

3.  A facile, metal- and solvent-free, autoxidative coupling of quinolines with indoles and pyrroles.

Authors:  Mikaël Brasse; Jonathan A Ellman; Robert G Bergman
Journal:  Chem Commun (Camb)       Date:  2011-03-29       Impact factor: 6.222

4.  Umpolung reactivity of indole through gold catalysis.

Authors:  Biao Lu; Yingdong Luo; Lianzhu Liu; Longwu Ye; Yanzhao Wang; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-14       Impact factor: 15.336

5.  Transition-Metal-Free C3 Arylation of Indoles with Aryl Halides.

Authors:  Ji Chen; Jimmy Wu
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-03       Impact factor: 15.336

6.  Recent Advances in the C-H-Functionalization of the Distal Positions in Pyridines and Quinolines.

Authors:  David E Stephens; Oleg V Larionov
Journal:  Tetrahedron       Date:  2015-08-19       Impact factor: 2.457

7.  Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes.

Authors:  Yibiao Li; Liang Cheng; Xiaohang Liu; Bin Li; Ning Sun
Journal:  Beilstein J Org Chem       Date:  2014-12-04       Impact factor: 2.883

8.  Sterically Demanding Unsymmetrical Diaryl-λ(3)-iodanes for Electrophilic Pentafluorophenylation and an Approach to α-Pentafluorophenyl Carbonyl Compounds with an All-Carbon Stereocenter.

Authors:  Kohei Matsuzaki; Kenta Okuyama; Etsuko Tokunaga; Motoo Shiro; Norio Shibata
Journal:  ChemistryOpen       Date:  2014-09-17       Impact factor: 2.911

9.  Tailored quinones support high-turnover Pd catalysts for oxidative C-H arylation with O2.

Authors:  Chase A Salazar; Kaylin N Flesch; Brandon E Haines; Philip S Zhou; Djamaladdin G Musaev; Shannon S Stahl
Journal:  Science       Date:  2020-11-19       Impact factor: 47.728

10.  Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp(2))-H bond arylations.

Authors:  Fatiha Abdelmalek; Fazia Derridj; Safia Djebbar; Jean-François Soulé; Henri Doucet
Journal:  Beilstein J Org Chem       Date:  2015-10-28       Impact factor: 2.883

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