Literature DB >> 24976971

Vanadium-Catalyzed C(sp3)-H Fluorination Reactions.

Ji-Bao Xia, Yuyong Ma, Chuo Chen.   

Abstract

Vanadium(III) oxide catalyzes the direct fluorination of C(sp3)-H groups with Selectfluor. This reaction is operationally simple. The catalyst and the reaction byproduct can be removed easily by filtration. Using this method, a fluorine atom can be introduced to the tertiary position of 1,4-cineole and L-menthone selectively.

Entities:  

Year:  2014        PMID: 24976971      PMCID: PMC4067045          DOI: 10.1039/C4QO00057A

Source DB:  PubMed          Journal:  Org Chem Front        ISSN: 2052-4110            Impact factor:   5.281


  51 in total

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Journal:  Chem Rev       Date:  1997-12-18       Impact factor: 60.622

2.  Asymmetric electrophilic fluorination using an anionic chiral phase-transfer catalyst.

Authors:  Vivek Rauniyar; Aaron D Lackner; Gregory L Hamilton; F Dean Toste
Journal:  Science       Date:  2011-12-23       Impact factor: 47.728

3.  Catalytic asymmetric mono-fluorination of α-keto esters: synthesis of optically active β-fluoro-α-hydroxy and β-fluoro-α-amino acid derivatives.

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Journal:  Angew Chem Int Ed Engl       Date:  2012-03-30       Impact factor: 15.336

4.  Silver-catalyzed radical phosphonofluorination of unactivated alkenes.

Authors:  Chengwei Zhang; Zhaodong Li; Lin Zhu; Limei Yu; Zhentao Wang; Chaozhong Li
Journal:  J Am Chem Soc       Date:  2013-09-13       Impact factor: 15.419

Review 5.  Nature's inventory of halogenation catalysts: oxidative strategies predominate.

Authors:  Frédéric H Vaillancourt; Ellen Yeh; David A Vosburg; Sylvie Garneau-Tsodikova; Christopher T Walsh
Journal:  Chem Rev       Date:  2006-08       Impact factor: 60.622

6.  Asymmetric electrophilic fluorocyclization with carbon nucleophiles.

Authors:  Jamie R Wolstenhulme; Jessica Rosenqvist; Oscar Lozano; John Ilupeju; Nathalie Wurz; Keary M Engle; George W Pidgeon; Peter R Moore; Graham Sandford; Véronique Gouverneur
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-22       Impact factor: 15.336

7.  Catalytic Allylic Oxidation of Alkenes Using an Asymmetric Kharasch-Sosnovsky Reaction.

Authors:  Jason Eames; Michael Watkinson
Journal:  Angew Chem Int Ed Engl       Date:  2001-10-01       Impact factor: 15.336

Review 8.  If C-H bonds could talk: selective C-H bond oxidation.

Authors:  Timothy Newhouse; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

9.  Catalytic, mild, and selective oxyfunctionalization of linear alkanes: current challenges.

Authors:  Mélanie Bordeaux; Anne Galarneau; Jullien Drone
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-20       Impact factor: 15.336

10.  A Highly Selective Vanadium Catalyst for Benzylic C-H Oxidation.

Authors:  Ji-Bao Xia; Kevin W Cormier; Chuo Chen
Journal:  Chem Sci       Date:  2012-04-13       Impact factor: 9.825

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  12 in total

1.  Ketone-catalyzed photochemical C(sp3)-H chlorination.

Authors:  Lei Han; Jibao Xia; Lin You; Chuo Chen
Journal:  Tetrahedron       Date:  2017-05-04       Impact factor: 2.457

Review 2.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

Authors:  Zachary G Brill; Matthew L Condakes; Chi P Ting; Thomas J Maimone
Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

3.  Visible light-promoted metal-free sp(3)-C-H fluorination.

Authors:  Ji-Bao Xia; Chen Zhu; Chuo Chen
Journal:  Chem Commun (Camb)       Date:  2014-10-11       Impact factor: 6.222

4.  Natural products as inspiration for the development of new synthetic methods.

Authors:  Zhiqiang Ma; Chuo Chen
Journal:  J Chin Chem Soc       Date:  2017-08-09       Impact factor: 1.967

5.  Site-Selective Aliphatic C-H Chlorination Using N-Chloroamides Enables a Synthesis of Chlorolissoclimide.

Authors:  Ryan K Quinn; Zef A Könst; Sharon E Michalak; Yvonne Schmidt; Anne R Szklarski; Alex R Flores; Sangkil Nam; David A Horne; Christopher D Vanderwal; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2016-01-06       Impact factor: 15.419

6.  Hydroxy-directed fluorination of remote unactivated C(sp3)-H bonds: a new age of diastereoselective radical fluorination.

Authors:  Stefan Andrew Harry; Michael Richard Xiang; Eric Holt; Andrea Zhu; Fereshte Ghorbani; Dhaval Patel; Thomas Lectka
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

7.  Direct Access to β-Fluorinated Aldehydes by Nitrite-Modified Wacker Oxidation.

Authors:  Crystal K Chu; Daniel T Ziegler; Brian Carr; Zachary K Wickens; Robert H Grubbs
Journal:  Angew Chem Int Ed Engl       Date:  2016-05-25       Impact factor: 15.336

8.  Vanadyl β-tetrabromoporphyrin: synthesis, crystal structure and its use as an efficient and selective catalyst for olefin epoxidation in aqueous medium.

Authors:  Tawseef Ahmad Dar; Reshu Tomar; Rasel Mohammad Mian; Muniappan Sankar; Mannar Ram Maurya
Journal:  RSC Adv       Date:  2019-04-02       Impact factor: 4.036

9.  Unstrained C-C bond activation and directed fluorination through photocatalytically-generated radical cations.

Authors:  Cody Ross Pitts; Michelle Sheanne Bloom; Desta Doro Bume; Qinze Arthur Zhang; Thomas Lectka
Journal:  Chem Sci       Date:  2015-06-23       Impact factor: 9.825

10.  Site-selective 18F fluorination of unactivated C-H bonds mediated by a manganese porphyrin.

Authors:  Wei Liu; Xiongyi Huang; Michael S Placzek; Shane W Krska; Paul McQuade; Jacob M Hooker; John T Groves
Journal:  Chem Sci       Date:  2017-12-05       Impact factor: 9.825

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