title: Synthesis of pyrrolidinoindolines from 2-(2-oxo-3-indolyl)acetates: scope and limitations.
abstract: A series of 1,3a,8-alkylpyrrolidinoindolines have been synthesized. The scope and limitations of the alkylation of starting methyl oxindol-3-acetates are explored employing electron-rich and electron-poor alkylating agents. Hydrolysis and reductive lactonization of the resulting carboxylic gamma-oxindolic acid derivatives proceeds with good yields to afford 2-oxofuroindolines providing ready access to the pyrrolidinoindoline derivatives.
authors.affiliation: Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, México, D. F., 07000 México. smorales@cinvestav.mx
authors.forename: Martha S
authors.initials: MS
authors.lastname: Morales-Ríos
authors.forename: Ernesto
authors.initials: E
authors.lastname: Rivera-Becerril
authors.forename: Daphne E
authors.initials: DE
authors.lastname: González-Juárez
authors.forename: Juan Benjamín
authors.initials: JB
authors.lastname: García-Vázquez
authors.forename: Joel J
authors.initials: JJ
authors.lastname: Trujillo-Serrato
authors.forename: Angelina
authors.initials: A
authors.lastname: Hernández-Barragán
authors.forename: Pedro
authors.initials: P
authors.lastname: Joseph-Nathan
mesh_terms: D000085:Acetates / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis*
chemical_list: D000085:Acetates; D007211:Indoles; D011759:Pyrrolidines