alpha-Carbonyl Radicals from N-Enoxybenzotriazoles: De Novo Synthesis of 9-Phenanthrols
- Authors
- Nguyen, Quynh H.; Um, Tae-Woong; Shin, Seunghoon
- Issue Date
- Nov-2022
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.24, no.45, pp.8337 - 8342
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 24
- Number
- 45
- Start Page
- 8337
- End Page
- 8342
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/185228
- DOI
- 10.1021/acs.orglett.2c03356
- ISSN
- 1523-7060
- Abstract
- Visible-light-induced energy transfer to N-enoxybenzotriazoles in the presence of hydrogen atom donors or alcoholic solvents led to alpha-carbonyl radicals. The utility of the alpha-carbonyl radicals was demonstrated in intramolecular tandem cyclization and in the synthesis of 9-phenanthrols and their analogues. The mechanistic experiments suggested that quenching of the reactive benzotriazolyl radical by the alcohol was accompanied by the formation of an alpha-hydroxy radical that mediated hydrogen atom transfer or, itself, oxidized into aldehydes.
- Files in This Item
-
Go to Link
- Appears in
Collections - 서울 자연과학대학 > 서울 화학과 > 1. Journal Articles
![qrcode](https://api.qrserver.com/v1/create-qr-code/?size=55x55&data=https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/185228)
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.