Literature DB >> 19105696

Catalytic carbon-carbon sigma bond activation: an intramolecular carbo-acylation reaction with acylquinolines.

Ashley M Dreis1, Christopher J Douglas.   

Abstract

Carbon-carbon sigma-bond activation is a contemporary challenge for organometallic chemistry and catalysis. Herein, we disclose a new alkene carboacylation reaction initiated by quinoline-directed, rhodium-catalyzed C-C sigma bond activation. The alkene carboacylation allows for the construction of all-carbon quaternary centers, with a broad substrate scope, providing access to carbocyclic and heterocyclic ring systems in good to excellent yields.

Entities:  

Year:  2009        PMID: 19105696     DOI: 10.1021/ja8066308

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


  19 in total

1.  Palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles.

Authors:  Naveen R Rondla; Jodi M Ogilvie; Zhongda Pan; Christopher J Douglas
Journal:  Chem Commun (Camb)       Date:  2014-08-18       Impact factor: 6.222

2.  Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

Authors:  Rong Zeng; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2015-01-15       Impact factor: 15.419

3.  Intramolecular Acetyl Transfer to Olefins by Catalytic C-C Bond Activation of Unstrained Ketones.

Authors:  Zi-Qiang Rong; Hee Nam Lim; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-08       Impact factor: 15.336

4.  Mechanistic Model for Enantioselective Intramolecular Alkene Cyanoamidation via Palladium-Catalyzed C-CN Bond Activation.

Authors:  Grant B Frost; Nicholas A Serratore; Jodi M Ogilvie; Christopher J Douglas
Journal:  J Org Chem       Date:  2017-03-15       Impact factor: 4.354

5.  Efficient Benzimidazolidinone Synthesis via Rhodium-Catalyzed Double-Decarbonylative C-C Activation/Cycloaddition between Isatins and Isocyanates.

Authors:  Rong Zeng; Peng-Hao Chen; Guangbin Dong
Journal:  ACS Catal       Date:  2015-12-30       Impact factor: 13.084

6.  Rhodium-Catalyzed Enantioselective Cycloisomerization to Cyclohexenes Bearing Quaternary Carbon Centers.

Authors:  Jung-Woo Park; Zhiwei Chen; Vy M Dong
Journal:  J Am Chem Soc       Date:  2016-03-08       Impact factor: 15.419

7.  Computational Study of Rh-Catalyzed Carboacylation of Olefins: Ligand-Promoted Rhodacycle Isomerization Enables Regioselective C-C Bond Functionalization of Benzocyclobutenones.

Authors:  Gang Lu; Cheng Fang; Tao Xu; Guangbin Dong; Peng Liu
Journal:  J Am Chem Soc       Date:  2015-06-19       Impact factor: 15.419

8.  "Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation.

Authors:  Peng-Hao Chen; Brent A Billett; Tatsuhiro Tsukamoto; Guangbin Dong
Journal:  ACS Catal       Date:  2017-01-06       Impact factor: 13.084

9.  Two-Carbon Ring Expansion of 1-Indanones via Insertion of Ethylene into Carbon-Carbon Bonds.

Authors:  Ying Xia; Shusuke Ochi; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2019-08-08       Impact factor: 15.419

10.  Direct activation of relatively unstrained carbon-carbon bonds in homogeneous systems.

Authors:  Alpay Dermenci; Jotham W Coe; Guangbin Dong
Journal:  Org Chem Front       Date:  2014-03-27       Impact factor: 5.281

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