Literature DB >> 22976771

A polycomponent metal-catalyzed aliphatic, allylic, and benzylic fluorination.

Steven Bloom1, Cody Ross Pitts, David Curtin Miller, Nathan Haselton, Maxwell Gargiulo Holl, Ellen Urheim, Thomas Lectka.   

Abstract

A group effort: Reported is the title reaction using a polycomponent catalytic system involving commercially available Selectfluor, a putative radical precursor N-hydroxyphthalimide, an anionic phase-transfer catalyst (KB(C(6)F(5))(4)), and a copper(I) bis(imine). The catalyst system formed leads to monofluorinated compounds selectively (see example) without the necessity for an excess of the alkane substrate.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22976771     DOI: 10.1002/anie.201203642

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  29 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

2.  Oxidative aliphatic C-H fluorination with manganese catalysts and fluoride ion.

Authors:  Wei Liu; Xiongyi Huang; John T Groves
Journal:  Nat Protoc       Date:  2013-10-31       Impact factor: 13.491

3.  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

4.  A Visible-Light-Mediated Radical Smiles Rearrangement and its Application to the Synthesis of a Difluoro-Substituted Spirocyclic ORL-1 Antagonist.

Authors:  James J Douglas; Haley Albright; Martin J Sevrin; Kevin P Cole; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-16       Impact factor: 15.336

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.  The Uranyl Cation as a Visible-Light Photocatalyst for C(sp(3) )-H Fluorination.

Authors:  Julian G West; T Aaron Bedell; Erik J Sorensen
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-20       Impact factor: 15.336

7.  A General Strategy for Aliphatic C-H Functionalization Enabled by Organic Photoredox Catalysis.

Authors:  Kaila A Margrey; William L Czaplyski; David A Nicewicz; Erik J Alexanian
Journal:  J Am Chem Soc       Date:  2018-03-16       Impact factor: 15.419

8.  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

9.  Catalytic enantioselective cyclization and C3-fluorination of polyenes.

Authors:  Nikki A Cochrane; Ha Nguyen; Michel R Gagne
Journal:  J Am Chem Soc       Date:  2013-01-08       Impact factor: 15.419

10.  Copper-catalyzed, directing group-assisted fluorination of arene and heteroarene C-H bonds.

Authors:  Thanh Truong; Kristine Klimovica; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2013-06-12       Impact factor: 15.419

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