Literature DB >> 25954772

Radical aryl migration reactions and synthetic applications.

Zhi-Min Chen1, Xiao-Ming Zhang, Yong-Qiang Tu.   

Abstract

Radical aryl migration reactions are of particular interest to the chemical community due to their potential application in radical chemistry and organic synthesis. The neophyl rearrangements used as radical clocks for examining the radical-molecular reactions have been known for decades. The combinations of these migrations with other radical reactions have provided a wide range of novel synthetic methodologies that are complementary to nucleophilic rearrangements. This review will give an overview of various types of radical aryl migrations, with an emphasis on their mechanistic studies from a historical point of view, as well as their application in tandem radical reactions.

Year:  2015        PMID: 25954772     DOI: 10.1039/c4cs00467a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  25 in total

1.  1,2-Boron Shifts of β-Boryl Radicals Generated from Bis-boronic Esters Using Photoredox Catalysis.

Authors:  Daniel Kaiser; Adam Noble; Valerio Fasano; Varinder K Aggarwal
Journal:  J Am Chem Soc       Date:  2019-09-03       Impact factor: 15.419

2.  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

3.  Synthesis of the Privileged 8-Arylmenthol Class by Radical Arylation of Isopulegol.

Authors:  Steven W M Crossley; Ruben M Martinez; Sebastián Guevara-Zuluaga; Ryan A Shenvi
Journal:  Org Lett       Date:  2016-05-13       Impact factor: 6.005

4.  Switchable Regioselective 6-endo or 5-exo Radical Cyclization via Photoredox Catalysis.

Authors:  Mark C Maust; Cecilia M Hendy; Nathan T Jui; Simon B Blakey
Journal:  J Am Chem Soc       Date:  2022-02-24       Impact factor: 15.419

Review 5.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

Review 6.  Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors:  Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 60.622

7.  Iron-Catalyzed Photoinduced LMCT: a 1° C-H Abstraction Enables Skeletal Rearrangements and C(sp3)-H Alkylation.

Authors:  Yi Cheng Kang; Sean M Treacy; Tomislav Rovis
Journal:  ACS Catal       Date:  2021-06-08       Impact factor: 13.700

8.  Photocatalytic Radical Aroylation of Unactivated Alkenes: Pathway to β-Functionalized 1,4-, 1,6-, and 1,7-Diketones.

Authors:  Satavisha Sarkar; Arghya Banerjee; Wang Yao; Eric V Patterson; Ming-Yu Ngai
Journal:  ACS Catal       Date:  2019-10-17       Impact factor: 13.084

9.  Electrochemical oxidative decarboxylation and 1,2-aryl migration towards the synthesis of 1,2-diaryl ethers.

Authors:  Faxiang Bu; Lijun Lu; Xia Hu; Shengchun Wang; Heng Zhang; Aiwen Lei
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

10.  Radical Aryl Migration from Boron to Carbon.

Authors:  Dinghai Wang; Christian Mück-Lichtenfeld; Constantin G Daniliuc; Armido Studer
Journal:  J Am Chem Soc       Date:  2021-06-20       Impact factor: 15.419

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