Literature DB >> 28098988

C-F Bond Cleavage Enabled Redox-Neutral [4+1] Annulation via C-H Bond Activation.

Cheng-Qiang Wang1, Lu Ye1, Chao Feng1, Teck-Peng Loh2,3.   

Abstract

Using α,α-difluoromethylene alkyne as a nontraditional one-carbon reaction partner, a synthetically novel method for the construction of isoindolin-1-one derivatives via Rh(III)-catalyzed [4+1] annulation reaction is reported. The 2-fold C-F bond cleavage not only enables the generation of desired product under an overall oxidant-free condition but also results in a net migration of carbon-carbon triple bond. In addition, the present reaction protocol exhibits a tolerance of a wide spectrum of functional groups due to the mild reaction conditions employed.

Entities:  

Year:  2017        PMID: 28098988     DOI: 10.1021/jacs.6b12142

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Rhodium-Catalyzed [4 + 1] Cyclization via C-H Activation for the Synthesis of Divergent Heterocycles Bearing a Quaternary Carbon.

Authors:  Xiaowei Wu; Haitao Ji
Journal:  J Org Chem       Date:  2018-04-09       Impact factor: 4.354

2.  Ir(III)-Catalyzed Carbocarbation of Alkynes through Undirected Double C-H Bond Activation of Anisoles.

Authors:  Fedor Romanov-Michailidis; Benjamin D Ravetz; Daniel W Paley; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2018-04-11       Impact factor: 15.419

3.  A supported manganese complex with amine-bis(phenol) ligand for catalytic benzylic C(sp3)-H bond oxidation.

Authors:  Touraj Karimpour; Elham Safaei; Babak Karimi
Journal:  RSC Adv       Date:  2019-05-07       Impact factor: 4.036

4.  Cobalt-Catalyzed C-H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones.

Authors:  Tatsuya Kumon; Jianyan Wu; Miroku Shimada; Shigeyuki Yamada; Tomohiro Agou; Hiroki Fukumoto; Toshio Kubota; Gerald B Hammond; Tsutomu Konno
Journal:  J Org Chem       Date:  2021-03-16       Impact factor: 4.354

5.  Selective synthesis of spirobiindanes, alkenyl chlorides, and monofluoroalkenes from unactivated gem-difluoroalkanes controlled by aluminum-based Lewis acids.

Authors:  Jiandong Wang; Yuta Ogawa; Norio Shibata
Journal:  Sci Rep       Date:  2019-12-13       Impact factor: 4.379

Review 6.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236

  6 in total

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