- A Cascade Approach for the Synthesis of 5-(Indol-3-yl)hydantoin: An Application to the Total Synthesis of (±)-Oxoaplysinopsin B
-
A cascade approach to the synthesis of 5-(indol-3-yl)hydantoin framework has been developed by the reaction of indole with glyoxylic acid/pyruvic acid under a deep eutectic solution, (+)-tartaric acid-dimethylurea. N,N′-Dimethylurea from a deep eutectic solution functions as a reactant as well as a solvent mixture. Isolation of the intermediate, 5-hydroxyhydantoin, and its reaction with indole provides the mechanistic evidence for this reaction. This method was successfully applied in the first total synthesis of an alkaloid, (±)-oxoaplysinopsin B, with an overall yield of 48%.
- Sathieshkumar, Ponnusamy Pon,Anand Saibabu, Metlapalli Durga,Nagarajan, Rajagopal
-
-
Read Online
- Photolysis of N,N-Dimethylimidazolidinetrione: A Two Nitrogens-Three Carbonyls System
-
Photolysis of N,N-dimethylimidazolidinetrione in hydrogen-donating solvents affords hydrogenated and solvent-addition products via the Norrish type II process.Keywords-N,N-dimethylimidazolidinetrione; hydrogen abstraction; Norrish type II reaction; hydantoin; triplet state; photochemistry
- Sato, Eisuke,Kanaoka, Yuichi
-
p. 3006 - 3008
(2007/10/02)
-