Visible-light-induced self-catalyzed fluoroalkylation/cyclization of N-arylcinnamamides: synthesis of fluoroalkyl-containing 3,4-disubstituted dihydro-1,5-naphthyridin-2(1H)-ones and 7,8-disubstituted dihydropyrido[3,2-d]pyrimidin-6(5H)-ones
New Journal of Chemistry, ISSN: 1369-9261, Vol: 48, Issue: 28, Page: 12664-12671
2024
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Article Description
A novel visible-light-mediated fluoroalkylation/cyclization tandem process for constructing fluoroalkyl-containing 3,4-disubstituted dihydro-1,5-naphthyridin-2(1H)-ones and 7,8-disubstituted dihydropyrido[3,2-d]pyrimidin-6(5H)-ones has been explored. This method is compatible with a wide range of N-arylcinnamamides as well as sodium fluoroalkylsulfonates (RfSONa, Rf = CHF, CF, CF, CF) and avoids the need for any external oxidant or photocatalyst. Mechanism studies revealed that the singlet oxygen coexists with the superoxide radical anion through energy transfer and single electron transfer processes during the photoredox reaction.
Bibliographic Details
Royal Society of Chemistry (RSC)
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