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- Title
Chalcogenative spirocyclization of N-aryl propiolamides with diselenides/disulfides promoted by Selectfluor.
- Authors
Yuan, Jin-Wei; Huang, Guang-Chao; Wang, Li-Li; Wang, Xin-Yuan; Yang, Liang-Ru; Zhang, Shou-Ren; Mao, Pu; Xiao, Yong-Mei; Qu, Ling-Bo
- Abstract
A practical and efficient synthetic route to construct a variety of 3-arylselenenyl/3-arylthio spiro[4.5]trienones was developed using Selectfluor reagent as a mild oxidant. This reaction proceeds via a sequence of electrophilic cation addition, spirocyclization and dearomatization, then offers an approach to introduce Se/S-centered cation into the C–C triple bonds. The utility of this protocol were justified by the excellent compatibility of a wide range of functional groups, good yields and scalability under mild reaction conditions.
- Subjects
DISULFIDES; RING formation (Chemistry); FUNCTIONAL groups; SPIROKETALS; SCALABILITY; OXIDIZING agents
- Publication
Zeitschrift für Naturforschung B: A Journal of Chemical Sciences, 2022, Vol 77, Issue 1, p75
- ISSN
0932-0776
- Publication type
Article
- DOI
10.1515/znb-2021-0154