TY - JOUR
T1 - Synthesis of pyrrolidinoindolines from 2-(2-oxo-3-indolyl)acetates
T2 - Scope and limitations
AU - Morales-Ríos, Martha S.
AU - Rivera-Becerril, Ernesto
AU - González-Juárez, Daphne E.
AU - García-Vázquez, Juan Benjamín
AU - Trujillo-Serrato, Joel J.
AU - Hernández-Barragán, Angelina
AU - Joseph-Nathan, Pedro
PY - 2011/4
Y1 - 2011/4
N2 - 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 γ-oxindolic acid derivatives proceeds with good yields to afford 2-oxofuroindolines providing ready access to the pyrrolidinoindoline derivatives.
AB - 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 γ-oxindolic acid derivatives proceeds with good yields to afford 2-oxofuroindolines providing ready access to the pyrrolidinoindoline derivatives.
KW - 2-oxofuroindolines
KW - 3,3-dialkyloxindoles
KW - Electron-rich and electron poor alkylating agents
KW - Pyrrolidinoindolines
UR - http://www.scopus.com/inward/record.url?scp=79955868155&partnerID=8YFLogxK
U2 - 10.1177/1934578x1100600406
DO - 10.1177/1934578x1100600406
M3 - Artículo
SN - 1934-578X
VL - 6
SP - 457
EP - 464
JO - Natural Product Communications
JF - Natural Product Communications
IS - 4
ER -