Literature DB >> 19444850

Indoles from simple anilines and alkynes: palladium-catalyzed C-H activation using dioxygen as the oxidant.

Zhuangzhi Shi1, Chun Zhang, Si Li, Delin Pan, Shengtao Ding, Yuxin Cui, Ning Jiao.   

Abstract

Pd doles it out: A palladium-catalyzed approach to indoles using the title reaction was achieved (see scheme). The oxidant used in this catalytic cycle was O(2). Both N-nonsubstituted and N-alkyl monosubstituted anilines can be successfully transformed into the corresponding indoles by this method.

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Year:  2009        PMID： 19444850     DOI： 10.1002/anie.200901484

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  15 in total

1.  Catalytic Synthesis of Substituted Indoles and Quinolines from the Dehydrative C-H Coupling of Arylamines with 1,2- and 1,3-Diols.

Authors:  Hanbin Lee; Chae S Yi
Journal:  Organometallics       Date:  2016-05-27       Impact factor: 3.876

2.  N-heterocyclic-carbene-catalyzed synthesis of 2-aryl indoles.

Authors:  M Todd Hovey; Christopher T Check; Alexandra F Sipher; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-14       Impact factor: 15.336

3.  Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.

Authors:  Samaresh Jana; Mack D Clements; Barry K Sharp; Nan Zheng
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

4.  Ligand-accelerated C-H activation reactions: evidence for a switch of mechanism.

Authors:  Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

5.  Indole synthesis: a review and proposed classification.

Authors:  Douglass F Taber; Pavan K Tirunahari
Journal:  Tetrahedron       Date:  2011-09-23       Impact factor: 2.457

6.  Copper-Catalyzed Synthesis of N-Aryl and N-Sulfonyl Indoles from 2-Vinylanilines with O2 as Terminal Oxidant and TEMPO as Co-Catalyst.

Authors:  Timothy W Liwosz; Sherry R Chemler
Journal:  Synlett       Date:  2014       Impact factor: 2.454

7.  A visible-light-mediated oxidative C-N bond formation/aromatization cascade: photocatalytic preparation of N-arylindoles.

Authors:  Soumitra Maity; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

8.  Reversed reactivity of anilines with alkynes in the rhodium-catalysed C-H activation/carbonylation tandem.

Authors:  Siba P Midya; Manoj K Sahoo; Vinod G Landge; P R Rajamohanan; Ekambaram Balaraman
Journal:  Nat Commun       Date:  2015-10-21       Impact factor: 14.919

9.  Synthesis, characterization, monolayer assembly and 2D lanthanide coordination of a linear terphenyl-di(propiolonitrile) linker on Ag(111).

Authors:  Zhi Chen; Svetlana Klyatskaya; José I Urgel; David Écija; Olaf Fuhr; Willi Auwärter; Johannes V Barth; Mario Ruben
Journal:  Beilstein J Nanotechnol       Date:  2015-01-29       Impact factor: 3.649

10.  Regioselective Mercury(I)/Palladium(II)-Catalyzed Single-Step Approach for the Synthesis of Imines and 2-Substituted Indoles.

Authors:  Rsuini U Gutiérrez; Mayra Hernández-Montes; Aarón Mendieta-Moctezuma; Francisco Delgado; Joaquín Tamariz
Journal:  Molecules       Date:  2021-07-05       Impact factor: 4.411
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