Literature DB >> 23947740

Palladium-catalyzed allylic C-H fluorination.

Marie-Gabrielle Braun1, Abigail G Doyle.   

Abstract

The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et3N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.

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Year:  2013        PMID： 23947740     DOI： 10.1021/ja407223g

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


  26 in total

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Journal:  Tetrahedron       Date:  2017-05-04       Impact factor: 2.457

2.  Ligand-Enabled Stereoselective β-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-β-Fluoro-α-amino Acids.

Authors:  Ru-Yi Zhu; Keita Tanaka; Gen-Cheng Li; Jian He; Hai-Yan Fu; Su-Hua Li; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-05-27       Impact factor: 15.419

3.  Pd-Catalyzed γ-C(sp3)-H Fluorination of Free Amines.

Authors:  Yan-Qiao Chen; Sukriti Singh; Yongwei Wu; Zhen Wang; Wei Hao; Pritha Verma; Jennifer X Qiao; Raghavan B Sunoj; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2020-05-18       Impact factor: 15.419

4.  Redox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis.

Authors:  Renhe Li; Feipeng Liu; Guangbin Dong
Journal:  Chem       Date:  2019-03-07       Impact factor: 22.804

5.  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

6.  Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis.

Authors:  Sandrine Ventre; Filip R Petronijevic; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2015-04-27       Impact factor: 15.419

7.  Aerobic Linear Allylic C-H Amination: Overcoming Benzoquinone Inhibition.

Authors:  Christopher C Pattillo; Iulia I Strambeanu; Pilar Calleja; Nicolaas A Vermeulen; Tomokazu Mizuno; M Christina White
Journal:  J Am Chem Soc       Date:  2016-01-25       Impact factor: 15.419

8.  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

9.  Enantioselective Allylic C-H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis.

Authors:  Stephen E Ammann; Wei Liu; M Christina White
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-04       Impact factor: 15.336

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

Authors:  Ji-Bao Xia; Yuyong Ma; Chuo Chen
Journal:  Org Chem Front       Date:  2014-07-01       Impact factor: 5.281
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