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- Title
NIS-Induced Enone Difunctionalization for the Synthesis of Naphtho[2,3- b]furan-4,9-diones.
- Authors
Liu, Yun; Ge, Wen‐Hui; Zhu, You‐Quan; Hu, Hua‐You; Fan, Hui; Shi, Yan‐Hui; Wu, Hui
- Abstract
An efficient synthesis of naphtho[2,3- b]furan-4,9-diones has been developed by N-iodosuccinimide (NIS)-induced enone difunctionalization with 2-hydroxy-1,4-naphthoquinones. This reaction involved sequential Michael addition, intramolecular oxidative cyclization and dehydrogenative aromatization to form new C-C and C-O bonds at the α and β positions of the enones. Various enones survived under the reaction conditions and the corresponding products were obtained in moderate-to-excellent yields.
- Subjects
QUINONE synthesis; CHEMICAL synthesis; CARBONYL compounds; MICHAEL reaction; RING formation (Chemistry)
- Publication
European Journal of Organic Chemistry, 2017, Vol 2017, Issue 3, p551
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201601291