Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of natural products
This work describes a general protocol for the oxidation of indole and oxindole derivatives with dimethyldioxirane to give 3-hydroxyoxindoles present in many natural products. This strategy allowed us to synthesize the natural product 1, to carry out the
Suárez-Castillo, Oscar R.,Sánchez-Zavala, Maricruz,Meléndez-Rodríguez, Myriam,Castelán-Duarte, Luis E.,Morales-Ríos, Martha S.,Joseph-Nathan, Pedro
p. 3040 - 3051
(2007/10/03)
Reactions of 2-Hydroxytryptophol: Results of Strong Acid and Alkaline Treatments of 2-Hydroxytryptophol
Upon being warmed at 90 deg C in trifluoromethanesulfonic acid for 42-78 h, 2-hydroxytriptophol (4a) gave 3-ethylideneoxidoles (E- and Z-form) (5a), while 3-methyl- (4b) or 3-ethyl-2-hydroxytryptophol (4c) gave the corresponding 3-alkylideneoxindoles (5b,