An unprecedented protocol for the synthesis of 3-hydroxy-3-phenacyloxindole derivatives with indolin-2-ones and α-substituted ketones

被引：11

作者：

Bai, Mei ^{[1
,2
,3
]}

You, Yong ^{[1
,3
]}

Chen, Yong-Zheng ^{[2
]}

Xiang, Guang-Yan ^{[2
]}

Xu, Xiao-Ying ^{[1
]}

Zhang, Xiao-Mei ^{[1
]}

Yuan, Wei-Cheng ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China

[2] Zunyi Med Univ, Sch Pharm, Zunyi 563000, Peoples R China

[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 04期

基金：

中国国家自然科学基金;

关键词：

HIGHLY ENANTIOSELECTIVE CONSTRUCTION; DECARBOXYLATIVE ALDOL ADDITION; AMINO-THIOCARBAMATE CATALYSTS; GROWTH-HORMONE SECRETAGOGUES; 3-ISOTHIOCYANATO OXINDOLES; BETA-KETOACIDS; 3-HYDROXY OXINDOLES; CASCADE REACTION; POTENTIAL ANTICONVULSANTS; POLYCYCLIC SPIROOXINDOLES;

D O I：

10.1039/c5ob02391b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented reaction between indolin-2-ones and alpha-substituted ketones has been developed. Using this protocol, a wide range of biologically important 3-hydroxy-3-phenacyloxindole derivatives could be obtained in good yield (up to 93%) under mild reaction conditions. A possible mechanism of this reaction was tentatively proposed based on some control experiments and MS spectrometry analysis.

引用

页码：1395 / 1401

页数：7

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