Journal
CHEMICAL COMMUNICATIONS
Volume 53, Issue 64, Pages 8980-8983Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc04748g
Keywords
-
Categories
Funding
- National Basic Research Program of China (973) [2015CB856603]
- National Natural Science Foundation of China [20472096, 21372241, 21572052, 20672127, 21421091, 21372250, 21121062, 21302203, 20732008]
- Fundamental Research Funds for the Central Universities [222201717003]
Ask authors/readers for more resources
A set of reactions involving copper-catalyzed trifluoromethylazidation and then rearrangement of aniline-linked 1,7-enynes with the relatively poorly reactive Togni reagent I and TMSN3 was developed, and provided facile access to structurally diverse and useful CF3-substituted azaspirocyclic dihydroquinolin-2-ones bearing two adjacent quaternary carbon centers. We were also able to obtain these products on a large scale. Moreover, the obtained products were further transformed into a range of synthetically valuable furoindolines bearing three consecutive quaternary carbon centers after reduction by NaBH4. Also, the delivery of multi-functionalized aziridines as a result of alcoholysis and LiAlH4-reduction of corresponding dihydroquinolin-2-ones 2ba demonstrated the synthetic value of this newly developed protocol.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available