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분자활성 촉매반응 연구단
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Visible-Light-Induced C-O Bond Formation for the Construction of Five- and Six-Membered Cyclic Ethers and Lactones

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Title
Visible-Light-Induced C-O Bond Formation for the Construction of Five- and Six-Membered Cyclic Ethers and Lactones
Author(s)
Honggu Im; Dahye Kang; Soyeon Choi; Sanghoon Shin; Sungwoo Hong
Publication Date
2018-12
Journal
ORGANIC LETTERS, v.20, no.23, pp.7437 - 7441
Publisher
AMER CHEMICAL SOC
Abstract
Visible-light-induced intramolecular C-O bond formation was developed using 2,4,6-triphenylpyrylium tetrafluoroborate (TPT), which allows the regiocontrolled construction of cyclic ethers and lactones. The reaction is likely to proceed through the single-electron oxidation of the phenyl group, followed by the formation of a benzylic radical, thus preventing a competing 1,5-hydrogen abstraction pathway. Detailed mechanistic studies suggest that molecular oxygen is used to trap the radical intermediate to form benzyl alcohol, which undergoes cyclization. This new approach serves as a powerful platform by providing efficient access to valuable five- and six-membered cyclic ethers and lactones with a unified protocol © 2018 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/5916
ISSN
1523-7060
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
Files in This Item:
H_Visible-Light-Inducedsacs.orglett.8b03166.pdfDownload

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