Literature DB >> 34585909

Photoredox-Catalyzed C-H Functionalization Reactions.

Natalie Holmberg-Douglas1, David A Nicewicz1.   

Abstract

The fields of C-H functionalization and photoredox catalysis have garnered enormous interest and utility in the past several decades. Many different scientific disciplines have relied on C-H functionalization and photoredox strategies including natural product synthesis, drug discovery, radiolabeling, bioconjugation, materials, and fine chemical synthesis. In this Review, we highlight the use of photoredox catalysis in C-H functionalization reactions. We separate the review into inorganic/organometallic photoredox catalysts and organic-based photoredox catalytic systems. Further subdivision by reaction class─either sp2 or sp3 C-H functionalization─lends perspective and tactical strategies for use of these methods in synthetic applications.

Entities:  

Mesh:

Substances:

Year:  2021        PMID: 34585909      PMCID: PMC8939264          DOI: 10.1021/acs.chemrev.1c00311

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  376 in total

1.  Direct oxygenation of benzene to phenol using quinolinium ions as homogeneous photocatalysts.

Authors:  Kei Ohkubo; Takaki Kobayashi; Shunichi Fukuzumi
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-01       Impact factor: 15.336

2.  Direct Aldehyde C-H Arylation and Alkylation via the Combination of Nickel, Hydrogen Atom Transfer, and Photoredox Catalysis.

Authors:  Xiaheng Zhang; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2017-08-14       Impact factor: 15.419

3.  Visible-light-mediated utilization of α-aminoalkyl radicals: addition to electron-deficient alkenes using photoredox catalysts.

Authors:  Yoshihiro Miyake; Kazunari Nakajima; Yoshiaki Nishibayashi
Journal:  J Am Chem Soc       Date:  2012-02-08       Impact factor: 15.419

4.  Synthesis of acyl fluorides via photocatalytic fluorination of aldehydic C-H bonds.

Authors:  Michael Meanwell; Johannes Lehmann; Marc Eichenberger; Rainer E Martin; Robert Britton
Journal:  Chem Commun (Camb)       Date:  2018-08-20       Impact factor: 6.222

5.  Phenazinium salt-catalyzed aerobic oxidative amidation of aromatic aldehydes.

Authors:  Dasheng Leow
Journal:  Org Lett       Date:  2014-10-28       Impact factor: 6.005

6.  Visible light-mediated intermolecular C-H functionalization of electron-rich heterocycles with malonates.

Authors:  Laura Furst; Bryan S Matsuura; Jagan M R Narayanam; Joseph W Tucker; Corey R J Stephenson
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

7.  Highly Diastereoselective Functionalization of Piperidines by Photoredox-Catalyzed α-Amino C-H Arylation and Epimerization.

Authors:  Morgan M Walker; Brian Koronkiewicz; Shuming Chen; K N Houk; James M Mayer; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2020-04-24       Impact factor: 15.419

Review 8.  C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

Authors:  Junichiro Yamaguchi; Atsushi D Yamaguchi; Kenichiro Itami
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

9.  Controllable Chemoselectivity in Visible-Light Photoredox Catalysis: Four Diverse Aerobic Radical Cascade Reactions.

Authors:  Xinfei Liu; Xinyi Ye; Filip Bureš; Hongjun Liu; Zhiyong Jiang
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-16       Impact factor: 15.336

Review 10.  Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation.

Authors:  Denise A Colby; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

View more
  11 in total

Review 1.  Strategies That Utilize Ion Pairing Interactions to Exert Selectivity Control in the Functionalization of C-H Bonds.

Authors:  James E Gillespie; Alexander Fanourakis; Robert J Phipps
Journal:  J Am Chem Soc       Date:  2022-09-30       Impact factor: 16.383

2.  Three-component carboacylation of alkenes via cooperative nickelaphotoredox catalysis.

Authors:  Dingyi Wang; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

3.  Photoinduced metal-free borylation of aryl halides catalysed by an in situ formed donor-acceptor complex.

Authors:  Manhong Li; Siqi Liu; Haoshi Bao; Qini Li; Yi-Hui Deng; Tian-Yu Sun; Leifeng Wang
Journal:  Chem Sci       Date:  2022-04-04       Impact factor: 9.969

Review 4.  Traditional and sustainable approaches for the construction of C-C bonds by harnessing C-H arylation.

Authors:  Jagrit Grover; Gaurav Prakash; Nupur Goswami; Debabrata Maiti
Journal:  Nat Commun       Date:  2022-02-28       Impact factor: 14.919

5.  A Perspective on Late-Stage Aromatic C-H Bond Functionalization.

Authors:  Li Zhang; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2022-01-27       Impact factor: 15.419

6.  Light-driven oxidation of CH4 to C1 chemicals catalysed by an organometallic Ru complex with O2.

Authors:  Tatsuya Nakano; Tsukasa Abe; Takahiro Matsumoto; Kento Kimura; Genta Nakamura; Shinya Hayami; Yoshihito Shiota; Kazunari Yoshizawa; Seiji Ogo
Journal:  RSC Adv       Date:  2022-04-28       Impact factor: 4.036

7.  Shedding Light on the Oxidizing Properties of Spin-Flip Excited States in a CrIII Polypyridine Complex and Their Use in Photoredox Catalysis.

Authors:  Tobias H Bürgin; Felix Glaser; Oliver S Wenger
Journal:  J Am Chem Soc       Date:  2022-08-01       Impact factor: 16.383

8.  Sunlight Induced and Recyclable g-C3N4 Catalyzed C-H Sulfenylation of Quinoxalin-2(1H)-Ones.

Authors:  Sha Peng; Jiao Liu; Li-Hua Yang; Long-Yong Xie
Journal:  Molecules       Date:  2022-08-08       Impact factor: 4.927

9.  NickelII-catalyzed asymmetric photoenolization/Mannich reaction of (2-alkylphenyl) ketones.

Authors:  Liangkun Yang; Wang-Yuren Li; Liuzhen Hou; Tangyu Zhan; Weidi Cao; Xiaohua Liu; Xiaoming Feng
Journal:  Chem Sci       Date:  2022-06-22       Impact factor: 9.969

10.  Photo-Induced Ruthenium-Catalyzed Double Remote C(sp2 )-H / C(sp3 )-H Functionalizations by Radical Relay.

Authors:  Yulei Wang; Shan Chen; Xinran Chen; Agnese Zangarelli; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-10       Impact factor: 16.823

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.