Synthesis of Spiro[indole-3,5′-isoxazoles] with Anticancer Activity via a Formal [4+1]-Spirocyclization of Nitroalkenes to Indoles

被引：32

作者：

Aksenov, Alexander V. ^{[1
]}

Aksenov, Dmitrii A. ^{[1
]}

Arutiunov, Nikolai A. ^{[1
]}

Aksenov, Nicolai A. ^{[1
]}

Aleksandrova, Elena V. ^{[1
]}

Zhao, Zhenze ^{[2
]}

Du, Liqin ^{[2
]}

Kornienko, Alexander ^{[2
]}

Rubin, Michael ^{[1
,3
]}

机构：

[1] North Caucasus Fed Univ, Dept Chem, 1a Pushkin St, Stavropol 355009, Russia

[2] Texas State Univ, Dept Chem & Biochem, San Marcos, TX 78666 USA

[3] Univ Kansas, Dept Chem, 1567 Irving Hill Rd, Lawrence, KS 66045 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 11期

基金：

俄罗斯科学基金会;

关键词：

EFFICIENT SYNTHESIS; NITROSTYRENES; 2-ARYLINDOLES; OXINDOLES; ROUTE;

D O I：

10.1021/acs.joc.9b00808

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An acid-assisted [4 + 1]-cycloaddition of indoles with nitro-styrenes affords 4'H-spiro[indole-3,5'-isoxazoles] in a diastereomerically pure form. Several of these spirocyclic molecules exhibit promising anticancer activity by reducing viability and inducing differentiation of neuroblastoma cells.

引用

页码：7123 / 7137

页数：15

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