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  • 标题:Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
  • 本地全文:下载
  • 作者:Muhammad Awais Ashraf ; Yunjeong Lee ; Naila Iqbal
  • 期刊名称:iScience
  • 印刷版ISSN:2589-0042
  • 出版年度:2021
  • 卷号:24
  • 期号:12
  • 页码:1-19
  • DOI:10.1016/j.isci.2021.103388
  • 语种:English
  • 出版社:Elsevier
  • 摘要:SummaryTrifluoromethylated molecules have gained privileged recognition among the medicinal and pharmaceutical chemists. Sustainable photoredox- and electrochemical processes were employed to facilitate the relatively less explored radical cross-electrophile coupling to access trifluoromethyl- and allyl-substitutedtert-alcohols. Reactions proceed through trifluoromethyl ketyl radical and allyl radical intermediates, which undergo challenging radical-radical cross-coupling. The developed transformations are mild and chemo-selective to give cross-coupled products and deliver a wide range of valuable trifluoromethyl- and allyl-containing tertiary alcohols. Both processes can also be applied for the synthesis of amine variant containing trifluoromethyl and allyl moiety, which is considered as amide bioisostere.Graphical abstractDisplay OmittedHighlights•Sustainable radical approaches; photoredox catalysis and electrochemistry•Cross-electrophile coupling through ketyl and allyl radical intermediates•Allylation of trifluoromethylated ketones and imines•Medicinally important trifluoromethyl- and allyl-substituted tert-alcoholsChemistry; Green chemistry; Organic chemistry; Organic chemistry methods
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