4.1 Article

(NH4)2S2O8 mediated denitrative trifluoromethylation of β-nitrostyrenes: Synthesis of vinyltrifluoromethylated alkenes

Journal

RESULTS IN CHEMISTRY
Volume 4, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.rechem.2022.100325

Keywords

Denitration; Trifluoromethylation; Oxidant; Radical; Vinyltrifluoromethyl

Funding

  1. SERB-New Delhi [PDF/2016/003325, TAR/2019/000059]

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A metal-free denitrative trifluoromethylation reaction was developed using Langlois' reagent and (NH4)2S2O8 as a radical initiator, resulting in the synthesis of vinyltrifluoromethylated alkenes under mild reaction conditions.
A metal-free denitrative trifluoromethylation of beta-nitrostyrenes has been developed under mild reaction conditions using Langlois' (CF3SO2Na) reagent to an easy access vinyltrifluoromethylated alkenes. (NH4)(2)S2O8 used as a cheap radical initiator to produce CF3 radical via desulfonylation at elevated temperature. The product is predominantly trans (E)-selective and reaction is applicable to a wide range of the beta-nitrostyrenes.

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