University of Sussex
Browse

File(s) not publicly available

C–H Arylation of N-Heteroarenes under Metal-Free Conditions and its Application towards the Synthesis of Pentabromo- and Pentachloropseudilins

journal contribution
posted on 2023-06-10, 06:35 authored by Mukesh KumarMukesh Kumar, Shweta Sharma, Parijat Sil, Manoj Kushwaha, Satyajit Mayor, Ram A Vishwakarma, Parvinder Pal Singh
Herein, we are reporting metal-free conditions for radical initiation and direct C–H arylation of N-heteroarenes. Starting from aniline, the corresponding arenediazonium salt generated in situ is reduced to an aryl radical in the presence of chloropromazine hydrochloride, a new reagent for this application. The optimized procedures are mild, operationally simple, and are working successfully with more diverse substrates in comparison to reported methods. The optimized method is also employed for the synthesis of marine natural products Pentabromo- and Pentachloropseudilins (PBP/PCP). In the present study, we also validated the potential of the Pentachloropseudilin (PCP), thus synthesized, for inhibition of Myosin1 function in mammalian cells and confirmed that PCP phenocopies Myosin1c depletion in cells.

History

Publication status

  • Published

Journal

European Journal of Organic Chemistry

ISSN

1434-193X

Publisher

Wiley

Issue

22

Volume

2019

Page range

3591-3598

Department affiliated with

  • Chemistry Publications

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2023-03-28

Usage metrics

    University of Sussex (Publications)

    Categories

    No categories selected

    Exports

    RefWorks
    BibTeX
    Ref. manager
    Endnote
    DataCite
    NLM
    DC