2013
Aristeo-Dominguez, A., Meléndez-Rodríguez, M., Suárez Castillo, O. R., Contreras-Martínez, Y. M. A., Suárez-Ramírez, L., Trejo-Carbajal, N., Morales-Ríos, M. S., Joseph-Nathan, P. (2013). Dimethyldioxirane oxidation of N-substituted-2-methylindoles to indoxyls and bisindoxyls. Heterocycles 87, 1249-1267..
Abstract
Oxidation of 2-methylindoles 12a-f with dimethyldioxirane (DMD) revealed that N-unprotected 12b,f and protected N-carbamate 2-methylindole 12c afforded indoxyls 16b,c and o-(N-propionyl)aminobenzoic acid 17f as the main products, while N-alkyl- or N-aryl-2-methylindoles 12a,d,e gave 1,5?-diphenyl-4?,5?-dihydro-3?H-spiro[indole-2,2?-pyrano[3,2-b]indol]-3(1H)-one (10), 2,3'-bisindolin-3-ones13, dispiro[indole-2,2?-furan-5?,2?-indole]diones 14 or 2-[(3-oxoindolin-2-yl)methyl]-2-hydroxyindolin-3-ones 15. The structure of dimers10, 13a,d,e, 14a,d and 15a,d followed from NMR measurements, X-ray diffraction analysis confirmed those structures of 13a,d,e,14a,d and 15d, and some mechanistic implications are discussed.
Synthesis of Indolylindolines Mediated by tert-BuNH2
Role of lipid peroxidation in biliary obstruction in the rat
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2