Visible light induced deaminative alkylation of difluoroenoxysilanes: a transition metal free strategy

Abstract

Hantzsch ester, a widely used base or electron-donor compound was found to act as a catalyst in the deaminative difluoroalkylation reaction utilizing Katritzky salts and difluoroenoxysilane as substrates, which represent...

Electron donor–acceptor complex-catalyzed photoredox reactions mediated by DIPEA and inorganic carbonates

“…3 a ,5 Since 2019, the EDA catalysis strategy, i.e. EDA complex-mediated radical generation with catalytic amounts of electron donors 6–9 or acceptors, 10 has emerged as a rapidly growing subfield. Since the donor or acceptor catalyst functions through the association with leaving group-bearing moieties, the EDA catalysis approach is selective and efficient as was demonstrated in the pioneering studies.…”

“…Currently known donor catalysts include anion donors, 6,7 neutral lone pair donors 8 and π donors 9 (Fig. 1a).…”

Photoinduced Deaminative Alkylation for the Synthesis of γ-Ketoesters via Electron Donor–Acceptor Complex Formation

“…Our group has also made a series of significant developments in the field of EDA complex chemistry, using active redox alkyl carboxylic acid esters or Katritzky salts as electron acceptors. Based on our continuous research interest in adopting the EDA complex strategy in organic synthesis and expanding the potential of visible-light-induced radical synthetic chemistry, we are intrigued that silyl enol ethers would act as electron donors associated with Katritzky salt to form the EDA complex, thus delivering the highly versatile compound γ-ketoesters under light irradiation (Figure d).…”

Synthesis of Secondary Trifluoromethylated Alkyl Bromides Using 2-Bromo-3,3,3-trifluoropropene as a Radical Acceptor

“…We decided to initiate our investigation by choosing redox-active ester 1a (1.0 equiv) and BTP (1.5 equiv) as model substrates to optimize the reaction conditions. Inspired by previous studies, , the reaction was performed in DMA utilizing Hantzsch ester (1.5 equiv) as an electron donor compound under the irradiation of blue LEDs at 40 °C for 8 h (Table , entry 1). Delightfully, we found that 68% yield of desired product 3 was afforded.…”