Literature DB >> 27690142

Visible-Light Photoredox Borylation of Aryl Halides and Subsequent Aerobic Oxidative Hydroxylation.

Min Jiang1, Haijun Yang1, Hua Fu1.   

Abstract

Efficient and practical visible-light photoredox borylation of aryl halides and subsequent aerobic oxidative hydroxylation were developed. The protocols use readily available aryl halides and bis(pinacolato)diboron as the starting materials, fac-Ir(ppy)3 as the photocatalyst, and corresponding arylboronic esters and phenols were obtained in good yields. The methods show some advantages including simple equipment, mild conditions, easy operation, and wide substrate scope. Therefore, they should provide a valuable strategy for chemical transformations.

Entities:  

Year:  2016        PMID: 27690142     DOI: 10.1021/acs.orglett.6b02553

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  16 in total

1.  Chemoselective Benzylation of Aldehydes Using Lewis Base Activated Boronate Nucleophiles.

Authors:  Michael R Hollerbach; Timothy J Barker
Journal:  Organometallics       Date:  2018-04-27       Impact factor: 3.876

2.  Electrochemical borylation of carboxylic acids.

Authors:  Lisa M Barton; Longrui Chen; Donna G Blackmond; Phil S Baran
Journal:  Proc Natl Acad Sci U S A       Date:  2021-08-24       Impact factor: 11.205

3.  Organoboron chemistry comes to light: recent advances in photoinduced synthetic approaches to organoboron compounds.

Authors:  Viet D Nguyen; Vu T Nguyen; Shengfei Jin; Hang T Dang; Oleg V Larionov
Journal:  Tetrahedron       Date:  2018-12-24       Impact factor: 2.457

4.  Reactivity of highly Lewis acidic diborane(4) towards pyridine and isocyanide: formation of boraalkene-pyridine complex and ortho-functionalized pyridine derivatives.

Authors:  Yuhei Katsuma; Hiroki Asakawa; Makoto Yamashita
Journal:  Chem Sci       Date:  2017-12-11       Impact factor: 9.825

5.  Reductive dearomative arylcarboxylation of indoles with CO2 via visible-light photoredox catalysis.

Authors:  Wen-Jun Zhou; Zhe-Hao Wang; Li-Li Liao; Yuan-Xu Jiang; Ke-Gong Cao; Tao Ju; Yiwen Li; Guang-Mei Cao; Da-Gang Yu
Journal:  Nat Commun       Date:  2020-06-29       Impact factor: 14.919

6.  Luminescent tungsten(vi) complexes as photocatalysts for light-driven C-C and C-B bond formation reactions.

Authors:  Daohong Yu; Wai-Pong To; Glenna So Ming Tong; Liang-Liang Wu; Kaai-Tung Chan; Lili Du; David Lee Phillips; Yungen Liu; Chi-Ming Che
Journal:  Chem Sci       Date:  2020-05-25       Impact factor: 9.825

7.  Visible-light-mediated Minisci C-H alkylation of heteroarenes with unactivated alkyl halides using O2 as an oxidant.

Authors:  Jianyang Dong; Xueli Lyu; Zhen Wang; Xiaochen Wang; Hongjian Song; Yuxiu Liu; Qingmin Wang
Journal:  Chem Sci       Date:  2018-11-27       Impact factor: 9.969

8.  Transition Metal-Free 1,2-Carboboration of Unactivated Alkenes.

Authors:  Ying Cheng; Christian Mück-Lichtenfeld; Armido Studer
Journal:  J Am Chem Soc       Date:  2018-05-15       Impact factor: 15.419

9.  Olefination of Alkyl Halides with Aldehydes by Merging Visible-Light Photoredox Catalysis and Organophosphorus Chemistry.

Authors:  Min Jiang; Haijun Yang; Quentin Lefebvre; Jihu Su; Hua Fu
Journal:  iScience       Date:  2018-07-20

10.  Metal-Free Radical Borylation of Alkyl and Aryl Iodides.

Authors:  Ying Cheng; Christian Mück-Lichtenfeld; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-12       Impact factor: 15.336

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