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- Title
Rapid Access to Polysubstituted Tetrahydrocarbazol‐4‐ones via Sequential Selective C—H Functionalization from N‐Nitrosoanilines.
- Authors
Li, Chan; Yang, Yanchen; Fang, Feifei; Liu, Chaoyi; Li, Chunpu; Wang, Dechuan; Liu, Hong
- Abstract
Comprehensive Summary: Herein, we have developed a strategy of Rh(III)‐catalyzed C—H activation of N‐nitrosoanilines and iodonium ylides to construct novel tetralydrocarbzol‐4‐one scaffolds, which provided valuable templates for sequential C—H functionalization such as alkylation, alkenylation, amidation and (hetero)arylation at C5‐position of tetralydrocarbzol‐4‐one with different coupling partners. Gram‐scale synthesis and further transformations of tetralydrocarbzol‐4‐one derivatives to Ondansetron and its analogues demonstrated the utility of this protocol, which enabled the concise and diverse construction of biologically active molecules.
- Subjects
YLIDES; ALKENYLATION; ALKYLATION; ONDANSETRON; ARYLATION; AMIDATION
- Publication
Chinese Journal of Chemistry, 2023, Vol 41, Issue 16, p1957
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.202300015