Literature DB >> 18702549

Palladium-catalyzed direct C-2 arylation of indoles with potassium aryltrifluoroborate salts.

Jinlong Zhao1, Yuhong Zhang, Kai Cheng.   

Abstract

Mild conditions have been developed to achieve Pd(OAc)2-catalyzed regioselective cross-coupling between indoles and potassium aryltrifluoroarylborates in the presence of Cu(OAc)2 in acetic acid at room temperature. A variety of potassium aryltrifluoroborates selectively undergo the direct arylation across indoles and afford 2-aryl indoles in moderate to good yields.

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Year:  2008        PMID: 18702549     DOI: 10.1021/jo801371w

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  17 in total

1.  Palladium-Catalyzed C-H Arylation Using Aryltrifluoroborates in Conjunction with a MnIII Oxidant under Mild Conditions.

Authors:  Cydney K Seigerman; Tiffiny M Micyus; Sharon R Neufeldt; Melanie S Sanford
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

2.  Cationic Pd(II)-catalyzed Fujiwara-Moritani reactions at room temperature in water.

Authors:  Takashi Nishikata; Bruce H Lipshutz
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

3.  Direct C-H arylation of electron-deficient heterocycles with arylboronic acids.

Authors:  Ian B Seiple; Shun Su; Rodrigo A Rodriguez; Ryan Gianatassio; Yuta Fujiwara; Adam L Sobel; Phil S Baran
Journal:  J Am Chem Soc       Date:  2010-09-29       Impact factor: 15.419

4.  Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.

Authors:  Keary M Engle; Peter S Thuy-Boun; Michael Dang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-10-21       Impact factor: 15.419

5.  Room temperature C-H activation and cross-coupling of aryl ureas in water.

Authors:  Takashi Nishikata; Alexander R Abela; Bruce H Lipshutz
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

6.  Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides.

Authors:  Enrico T Nadres; Anna Lazareva; Olafs Daugulis
Journal:  J Org Chem       Date:  2010-12-30       Impact factor: 4.354

7.  Cationic palladium(II) catalysis: C-H activation/Suzuki-Miyaura couplings at room temperature.

Authors:  Takashi Nishikata; Alexander R Abela; Shenlin Huang; Bruce H Lipshutz
Journal:  J Am Chem Soc       Date:  2010-04-14       Impact factor: 15.419

8.  A Copper-Catalyzed Arylation of Tryptamines for the Direct Synthesis of Aryl Pyrroloindolines.

Authors:  Madeleine E Kieffer; Kangway V Chuang; Sarah E Reisman
Journal:  Chem Sci       Date:  2012-11       Impact factor: 9.825

9.  Cascade carbopalladation-annulation approach toward polycylic derivatives of indole and indolizine.

Authors:  Natalia Chernyak; David Tilly; Zhou Li; Vladimir Gevorgyan
Journal:  ARKIVOC       Date:  2010-12-10       Impact factor: 1.140

Review 10.  Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors:  Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

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