Indium-Promoted Allylation Reaction of Imino-Isatins in Aqueous Media: Synthesis of Quaternary 3-Aminooxindoles

被引：40
作者：
Alcaide, Benito [1 ]
Almendros, Pedro [2 ]
Aragoncillo, Cristina [1 ]
机构：
[1] Univ Complutense Madrid, Grp Lactamas & Heterociclos Bioact, Dept Quim Organ 1, Unidad Asociada CSIC, E-28040 Madrid, Spain
[2] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 15期
关键词：
Synthetic methods; Indium; Allylation; Nitrogen heterocycles; BETA-LACTAM ALKALOIDS; ASYMMETRIC-SYNTHESIS; ORGANIC-REACTIONS; MARINE ALKALOIDS; N-ACYLHYDRAZONES; AZETIDINE-2,3-DIONES; PROPARGYLATION; REARRANGEMENT; ALLENYLATION; CHARTELLINES;
D O I：
10.1002/ejoc.201000141
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Quaternary 3-amino-2-oxindoles have been obtained via allylation and propargylation reactions of imino-isatins in aqueous media promoted by In and Zn respectively, under Barbier conditions, in good to excellent yields. A quaternary new stereocenter has been formed without hydrolysis of the starting imino-isatin.
引用
收藏
页码：2845 / 2848
页数：4
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