title: Preparation of O-methyl substituted 2-oxofuro- and 2-oxopyrrolidinoindolines by reductive lactonization of oxindol-3-ylacetic acids.
abstract: A practical procedure for the preparation of O-methyl substituted 3a,8-dialkyl-2-oxofuroindolines is described. Reductive lactonization of the corresponding oxindol-3-ylacetic acids provides a route for the formation of this class of compounds. Further transformation of 2-oxofuroindolines into 2-oxopyrrolidinoindolines, and then to pyrrolidinoindolines demonstrates their versatility as key intermediates in natural products synthesis. The results of single-crystal X-ray crystallographic analyses are given for five of the studied compounds.
authors.affiliation: Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, México, D. F., 07000 Mexico. 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: Perla Y
authors.initials: PY
authors.lastname: López-Camacho
authors.forename: Nadia A
authors.initials: NA
authors.lastname: Pérez-Rojas
authors.forename: Oscar R
authors.initials: OR
authors.lastname: Suárez-Castillo
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D005663:Furans; D007211:Indoles; D011759:Pyrrolidines; D019342:Acetic Acid