Literature DB >> 22242646

Cationic ruthenium(II) catalysts for oxidative C-H/N-H bond functionalizations of anilines with removable directing group: synthesis of indoles in water.

Lutz Ackermann1, Alexander V Lygin.   

Abstract

Cationic ruthenium(II) complexes enabled oxidative C-H bond functionalizations with anilines bearing removable directing groups. The C-H/N-H bond cleavages occurred most efficiently in water as a sustainable solvent and provided general access to various bioactive indoles. Mechanistic studies provided strong support for a novel reaction manifold.
© 2012 American Chemical Society

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Year:  2012        PMID: 22242646     DOI: 10.1021/ol203309y

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


  13 in total

1.  Intermolecular [3+2] Annulation of Cyclopropylanilines with Alkynes, Enynes, and Diynes via Visible Light Photocatalysis.

Authors:  Theresa H Nguyen; Scott A Morris; Nan Zheng
Journal:  Adv Synth Catal       Date:  2014-09-15       Impact factor: 5.837

2.  Platinum-catalyzed tandem indole annulation/arylation for the synthesis of diindolylmethanes and indolo[3,2-b]carbazoles.

Authors:  Dongxu Shu; Gabrielle N Winston-McPherson; Wangze Song; Weiping Tang
Journal:  Org Lett       Date:  2013-08-05       Impact factor: 6.005

3.  Double-fold C-H oxygenation of arenes using PyrDipSi: a general and efficient traceless/modifiable silicon-tethered directing group.

Authors:  Anton V Gulevich; Ferdinand S Melkonyan; Dhruba Sarkar; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2012-03-19       Impact factor: 15.419

Review 4.  En route to metal-mediated and metal-catalysed reactions in water.

Authors:  Feng Zhou; Chao-Jun Li
Journal:  Chem Sci       Date:  2018-11-05       Impact factor: 9.825

5.  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

6.  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

7.  Rhodium(III)-catalyzed alkenyl C-H bond functionalization: convergent synthesis of furans and pyrroles.

Authors:  Yajing Lian; Tatjana Huber; Kevin D Hesp; Robert G Bergman; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-22       Impact factor: 15.336

8.  Ru-catalysed C-H arylation of indoles and pyrroles with boronic acids: scope and mechanistic studies.

Authors:  Carina Sollert; Karthik Devaraj; Andreas Orthaber; Paul J Gates; Lukasz T Pilarski
Journal:  Chemistry       Date:  2015-02-17       Impact factor: 5.236

9.  Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO.

Authors:  Xinyao Li; Jun Pan; Hao Wu; Ning Jiao
Journal:  Chem Sci       Date:  2017-07-03       Impact factor: 9.825

10.  π-Extended Polyaromatic Hydrocarbons by Sustainable Alkyne Annulations through Double C-H/N-H Activation.

Authors:  Elżbieta Gońka; Long Yang; Ralf Steinbock; Fabio Pesciaioli; Rositha Kuniyil; Lutz Ackermann
Journal:  Chemistry       Date:  2019-12-09       Impact factor: 5.236

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