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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 SinghHerein, 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.
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Publication status
- Published
Journal
European Journal of Organic ChemistryISSN
1434-193XPublisher
WileyExternal DOI
Issue
22Volume
2019Page range
3591-3598Department affiliated with
- Chemistry Publications
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- No
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- Yes
Legacy Posted Date
2023-03-28Usage metrics
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