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A Catalytic Alkylation of Ketones via sp ^3^ C–H Bond Activation by Xue Peng; Yuki Hirao; Shunsuke Yabu; Hirofumi Sato; Masahiro Higashi; Takuya Akai; Shigeyuki Masaoka; Harunobu Mitsunuma; Motomu Kanai is a Chemistry article available to read on EtoBox.
What is A Catalytic Alkylation of Ketones via sp ^3^ C–H Bond Activation about?
We identified a ternary hybrid catalyst system composed of an acridinium photoredox catalyst, a thiophosphoric imide (TPI) catalyst, and a titanium complex catalyst that promoted an intermolecular addition reaction of organic molecules with various ketones through sp 3 C-H bond activation. The thiyl radical generated via single-electron oxidation of TPI by the excited photoredox catalyst abstracted a hydrogen atom from organic molecules such as toluene, benzyl alcohol, alkenes, aldehydes, and THF. The thus-generated carbon-centered radical species underwent addition to ketones and aldehydes. This intrinsically unfavorable step was promoted by singleelectron reduction of the intermediate alkoxy radical by catalytically generated titanium(III) species. This reaction provided an efficient and straightforward route to a broad range of tertiary alcohols and was successfully applied to late-stage functionalization of drugs or their derivatives. The proposed mechanism was supported by both experimental and theoretical studies.
Who reads A Catalytic Alkylation of Ketones via sp ^3^ C–H Bond Activation?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Xue Peng; Yuki Hirao; Shunsuke Yabu; Hirofumi Sato; Masahiro Higashi; Takuya Akai; Shigeyuki Masaoka; Harunobu Mitsunuma; Motomu Kanai
- Publisher
- American Chemical Society (ACS)
- Published
- 2022
- Language
- EN
- Field
- Chemistry (Physical Sciences)