6287-38-3Relevant articles and documents
Oxidative C-S Bond Cleavage of Benzyl Thiols Enabled by Visible-Light-Mediated Silver(II) Complexes
Hong, Boseok,Aganda, Kim Christopher C.,Lee, Anna
supporting information, p. 4395 - 4399 (2020/06/05)
The oxidative cleavage reaction of the C-S bond using singlet oxygen is challenging because of its uncontrollable nature. We have developed a novel method for the singlet-oxygen-mediated selective C-S bond cleavage reaction using silver(II)-ligand complexes. Visible-light-induced silver catalysis enables the controlled oxidative cleavage of benzyl thiols to afford carbonyl compounds, such as aldehydes or ketones, which are important synthetic components.
The Hydrazine–O2 Redox Couple as a Platform for Organocatalytic Oxidation: Benzo[c]cinnoline-Catalyzed Oxidation of Alkyl Halides to Aldehydes
Stone, Ilana B.,Jermaks, Janis,MacMillan, Samantha N.,Lambert, Tristan H.
supporting information, p. 12494 - 12498 (2018/09/18)
An organocatalytic oxidation platform that capitalizes on the capacity of hydrazines to undergo rapid autoxidation to diazenes is described. Commercially available benzo[c]cinnoline is shown to catalyze the oxidation of alkyl halides to aldehydes in a novel mechanistic paradigm involving nucleophilic attack, prototropic shift, and hydrolysis. The hydrolysis and reoxidation events occur readily with only adventitious oxygen and water. A survey of the scope of viable substrates is shown along with mechanistic and computational studies that give insight into this mode of catalysis.
Tungstate ions (WO4 =) supported on imidazolium framework as novel and recyclable catalyst for rapid and selective oxidation of benzyl alcohols in the presence of hydrogen peroxide
Hosseini Eshbala, Fereshteh,Mohanazadeh, Farajollah,Sedrpoushan, Alireza
, (2017/04/21)
Tungstate salt with imidazolium framework is found to be a recoverable and heterogeneous system favouring the highly selective oxidation of primary benzylic alcohols to corresponding aldehydes with 30% H2O2 as a green oxidant under neutral aqueous reaction conditions. Furthermore, in order to demonstrate the recyclability of the catalyst, it was recovered and efficiently reused in seven succeeding reaction cycles without any significant loss. The use of green solvent, very short reaction time with excellent yields and recyclability of the catalyst make this protocol highly advantageous.