Literature DB >> 32469528

Visible Light-Driven Radical-Mediated C-C Bond Cleavage/Functionalization in Organic Synthesis.

Xiao-Ye Yu1, Jia-Rong Chen1, Wen-Jing Xiao1.   

Abstract

Thermal C-C bond cleavage reactions allow the construction of structurally diverse molecular skeletons via predictable and efficient bond reorganizations. Visible light photoredox-catalyzed radical-mediated C-C bond cleavage reactions have recently emerged as a powerful alternative method for overcoming the thermodynamic and kinetic barrier of C-C bond cleavage in diverse molecular scaffolds. In recent years, a plethora of elegant and useful reactions have been invented, and the products are sometimes otherwise inaccessible by classic thermal reactions. Considering the great influence and synthetic potential of these reactions, we provide a summary of the state of art visible light-driven radical-mediated C-C bond cleavage/functionalization strategies with a specific emphasis on the working models. We hoped that this review will be useful for medicinal and synthetic organic chemists and will inspire further reaction development in this interesting area.

Entities:  

Year:  2020        PMID: 32469528     DOI: 10.1021/acs.chemrev.0c00030

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


  22 in total

1.  Deacylation-Aided C─H Alkylative Annulation through C─C Cleavage of Unstrained Ketones.

Authors:  Xukai Zhou; Yan Xu; Guangbin Dong
Journal:  Nat Catal       Date:  2021-08-02

2.  Visible-light-promoted decarboxylative radical cascade cyclization to acylated benzimidazo/indolo[2,1-a]isoquinolin-6(5H)-ones in water.

Authors:  Lili Tang; Yuejun Ouyang; Kai Sun; Bing Yu
Journal:  RSC Adv       Date:  2022-07-07       Impact factor: 4.036

3.  A general electron donor-acceptor complex for photoactivation of arenes via thianthrenation.

Authors:  Kai Sun; Anzai Shi; Yan Liu; Xiaolan Chen; Panjie Xiang; Xiaotong Wang; Lingbo Qu; Bing Yu
Journal:  Chem Sci       Date:  2022-04-14       Impact factor: 9.969

4.  Site-selective amination and/or nitrilation via metal-free C(sp2)-C(sp3) cleavage of benzylic and allylic alcohols.

Authors:  Raghunath Reddy Anugu; John R Falck
Journal:  Chem Sci       Date:  2022-04-05       Impact factor: 9.969

5.  Vinylene-bridged donor-acceptor type porous organic polymers for enhanced photocatalysis of amine oxidative coupling reactions under visible light.

Authors:  Bang Wu; Xinyue Jiang; Yang Liu; Qiu-Yan Li; Xinsheng Zhao; Xiao-Jun Wang
Journal:  RSC Adv       Date:  2021-10-14       Impact factor: 4.036

Review 6.  Recent Advances on Synthetic Methodology Merging C-H Functionalization and C-C Cleavage.

Authors:  Hamid Azizollahi; José-Antonio García-López
Journal:  Molecules       Date:  2020-12-13       Impact factor: 4.411

Review 7.  Catalytic generation of alkoxy radicals from unfunctionalized alcohols.

Authors:  Elaine Tsui; Huaiju Wang; Robert R Knowles
Journal:  Chem Sci       Date:  2020-09-21       Impact factor: 9.825

8.  De novo design and synthesis of dipyridopurinone derivatives as visible-light photocatalysts in productive guanylation reactions.

Authors:  Yameng Wan; Hao Wu; Nana Ma; Jie Zhao; Zhiguo Zhang; Wenjing Gao; Guisheng Zhang
Journal:  Chem Sci       Date:  2021-11-13       Impact factor: 9.825

9.  The Morita-Baylis-Hillman reaction for non-electron-deficient olefins enabled by photoredox catalysis.

Authors:  Long-Hai Li; Hao-Zhao Wei; Yin Wei; Min Shi
Journal:  Chem Sci       Date:  2022-01-05       Impact factor: 9.825

10.  A thiadiazolopyridine-functionalized Zr(iv)-based metal-organic framework for enhanced photocatalytic synthesis of tetrahydroquinolines under visible light.

Authors:  Changyun Li; He Zhang; Xuefei Wang; Qiu-Yan Li; Xinsheng Zhao; Xiao-Jun Wang
Journal:  RSC Adv       Date:  2022-01-10       Impact factor: 3.361

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