Electrochemical selenofunctionalization of unactivated alkenes: access to β-hydroxy-selenides
Anil Balajirao Dapkekar1, Gedu Satyanarayana1
1Department of Chemistry, Indian Institute of Technology Hyderabad (IITH), Kandi, Sangareddy, Telangana 502284, India. gvsatya@chy.iith.ac.in.
Abstract:
This work demonstrates the electrochemical construction of 2-methyl-1-aryloxy-3-(arylselanyl)propan-2-ol/2-hydroxy-2-methyl-3-(arylselanyl)propyl 2-(2-hydroxy-2-methyl-3-(arylselanyl)propoxy)benzoate starting from aryl allyl ethers/allyl benzoates and diaryl diselenides under additive-free electrochemical conditions. This environmentally friendly method was achieved through constant current electrolysis in an undivided cell setup under acid, oxidant, or catalyst-free conditions. Additionally, this technique enabled the synthesis of a variety of β-hydroxy selenides including late-stage functionalization of drug derivatives in good to exceptional yields across various substrates under mild reaction conditions.
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