Literature DB >> 19694411

Rhodium-catalyzed mono- and divinylation of 1-phenylpyrazoles and related compounds via regioselective C-H bond cleavage.

Nobuyoshi Umeda1, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

The selective 2-mono- and 2,6-divinylations of (N-containing heteroaryl)benzenes can be achieved effectively through rhodium-catalyzed oxidative coupling reactions with alkenes. The installation of two different vinyl groups is also possible by a simple one-pot manner. Thus, a series of 1,3-divinylbenzene derivatives, some of which exhibit solid-state fluorescence, is readily prepared.

Entities:  

Year:  2009        PMID: 19694411     DOI: 10.1021/jo901485v

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


  11 in total

1.  Rh(III)-catalyzed oxidative coupling of unactivated alkenes via C-H activation.

Authors:  Andy S Tsai; Mikaël Brasse; Robert G Bergman; Jonathan A Ellman
Journal:  Org Lett       Date:  2010-12-22       Impact factor: 6.005

2.  Rhodium-catalyzed annulation of N-benzoylsulfonamide with isocyanide through C-H activation.

Authors:  Chen Zhu; Weiqing Xie; John R Falck
Journal:  Chemistry       Date:  2011-10-04       Impact factor: 5.236

3.  Constructing multiply substituted arenes using sequential palladium(II)-catalyzed C-H olefination.

Authors:  Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

4.  Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters.

Authors:  Jamie M Neely; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-12-18       Impact factor: 15.419

5.  Mechanistic study of the oxidative coupling of styrene with 2-phenylpyridine derivatives catalyzed by cationic rhodium(III) via C-H activation.

Authors:  Mikaël Brasse; Juan Cámpora; Jonathan A Ellman; Robert G Bergman
Journal:  J Am Chem Soc       Date:  2013-04-16       Impact factor: 15.419

6.  Convergent Synthesis of Diverse Nitrogen Heterocycles via Rh(III)-Catalyzed C-H Conjugate Addition/Cyclization Reactions.

Authors:  Adam B Weinstein; Jonathan A Ellman
Journal:  Org Lett       Date:  2016-06-23       Impact factor: 6.005

7.  Twofold unsymmetrical C-H functionalization of PyrDipSi-substituted arenes: a general method for the synthesis of substituted meta-halophenols.

Authors:  Dhruba Sarkar; Ferdinand S Melkonyan; Anton V Gulevich; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2013-08-22       Impact factor: 15.336

8.  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

9.  Combined experimental and computational investigations of rhodium-catalysed C - H functionalisation of pyrazoles with alkenes.

Authors:  Andrés G Algarra; David L Davies; Qudsia Khamker; Stuart A Macgregor; Claire L McMullin; Kuldip Singh; Barbara Villa-Marcos
Journal:  Chemistry       Date:  2014-12-17       Impact factor: 5.236

10.  Rhodium-Catalyzed Electrooxidative C-H Olefination of Benzamides.

Authors:  Yan Zhang; Julia Struwe; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-11       Impact factor: 16.823

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