Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols

  • Ashraf, Muhammad Awais; 
  • Lee, Yunjeong; 
  • Iqbal, Naila; 
  • Iqbal, Naeem; 
  • Cho, Eun Jin
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초록

Trifluoromethylated 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-substituted tert-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. © 2021 The Author(s)

키워드

Chemistry; Green chemistry; Organic chemistry; Organic chemistry methods; INDIUM-MEDIATED ALLYLATION; ELECTROCHEMICAL GENERATION; KETONES; ALDEHYDES; REAGENTS; CATALYSIS; FLUORINE; ACCESS; ACTIVATION; ANNULATION
제목
Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
저자
Ashraf, Muhammad Awais; Lee, Yunjeong; Iqbal, Naila; Iqbal, Naeem; Cho, Eun Jin
DOI
10.1016/j.isci.2021.103388
발행일
2021-12
유형
Article
저널명
iScience
권
24
호
12

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