Phenylselenylation of Ethers using Diphenyl Diselenide–Tributylphosphine–Molecular Oxygen System under Mild Reaction Conditions. Issue 4 (5th March 2018)

• Record Type: Journal Article
• Authors: Sano, Ryota; Kudo, Asaki; Tsubogo, Tetsu; Uchiro, Hiromi
• Is Part Of: Asian journal of organic chemistry. Volume 7:Issue 4(2018)
• Page Start: 724
• Page End: 728
• Publication Date: 2018-03-05
• Subjects: C(sp3)−H activation -- metal and peroxide-free conditions -- phenylselenylation of ethers -- tributylphosphonium peroxide radical; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201800026
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An efficient method for phenylselenylation of ethers using a diphenyl diselenide–tributylphosphine–molecular oxygen system has been successfully developed. The reactions proceed under mild conditions in good to high yield. A plausible reaction mechanism for the phenylselenylation via C(sp 3 )−H activation was also proposed, and a tributylphosphonium peroxide radical was assumed as an important intermediate in the C(sp 3 )−H activation. Abstract : Radical reaction : An efficient method for α‐phenylselenylation of ethers using a diphenyl diselenide–tributylphosphine–molecular oxygen system has been successfully developed. The reactions proceed under mild conditions in good to high yield. A plausible reaction mechanism via C(sp 3 )−H activation was also proposed, and a tributylphosphonium peroxide radical was assumed as an important intermediate.