312307-43-0Relevant articles and documents
Radical hydroalkylation and hydroacylation of alkenes by the use of benzothiazoline under thermal conditions
Akiyama, Takahiko,Uchikura, Tatsuhiro,Toda, Mitsuhiro,Mouri, Toshiki,Fujii, Tatsuya,Moriyama, Kaworuko,Ibanez, Ignacio
, p. 12715 - 12723 (2020/11/09)
The hydroalkylation and hydroacylation of electrondeficient alkenes proceeded smoothly by using benzothiazoline derivatives as radical-transfer reagents under thermal conditions without light irradiation or any additive. Both benzyl and benzoyl moieties were transferred efficiently.
Catalytic Acceptorless Dehydrogenation of Aliphatic Alcohols
Fuse, Hiromu,Mitsunuma, Harunobu,Kanai, Motomu
supporting information, p. 4493 - 4499 (2020/03/05)
We developed the first acceptorless dehydrogenation of aliphatic secondary alcohols to ketones under visible light irradiation at room temperature by devising a ternary hybrid catalyst system comprising a photoredox catalyst, a thiophosphate organocatalyst, and a nickel catalyst. The reaction proceeded through three main steps: hydrogen atom transfer from the α-C-H bond of an alcohol substrate to the thiyl radical of the photo-oxidized organocatalyst, interception of the generated carbon-centered radical with a nickel catalyst, and β-hydride elimination. The reaction proceeded in high yield under mild conditions without producing side products (except H2 gas) from various alcohols, including sterically hindered alcohols, a steroid, and a pharmaceutical derivative. This catalyst system also promoted acceptorless cross-dehydrogenative esterification from aldehydes and alcohols through hemiacetal intermediates.
Benzothiazolines as radical transfer reagents: Hydroalkylation and hydroacylation of alkenes by radical generation under photoirradiation conditions
Uchikura, Tatsuhiro,Moriyama, Kaworuko,Toda, Mitsuhiro,Mouri, Toshiki,Ibá?ez, Ignacio,Akiyama, Takahiko
, p. 11171 - 11174 (2019/09/30)
Novel radical transfer reagents under photoirradiation conditions were developed by the use of benzothiazoline derivatives. These reagents enabled both hydroalkylation and hydroacylation of alkenes under neutral conditions at ambient temperature without a