One-Pot, Three-Component Assembly of Indoloquinolines: Total Synthesis of Isocryptolepine

被引：29

作者：

Aksenov, Alexander V. ^{[1
]}

Aksenov, Dmitrii A. ^{[1
]}

Orazova, Naila A. ^{[1
]}

Aksenov, Nicolai A. ^{[1
]}

Griaznov, Georgii D. ^{[1
]}

De Carvalho, Annelise ^{[2
]}

Kiss, Robert ^{[2
]}

Mathieu, Veronique ^{[2
]}

Kornienko, Alexander ^{[3
]}

Rubin, Michael ^{[1
,4
]}

机构：

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

[2] Univ Libre Bruxelles, Fac Pharm, Lab Canc & Toxicol Expt, Brussels, Belgium

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

[4] Univ Kansas, Dept Chem, 1251 Wescoe Hall Dr, Lawrence, KS 66045 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 06期

基金：

俄罗斯科学基金会;

关键词：

PERI-ANNELATION; CONSTRUCTION; ALKALOIDS; EFFICIENT; REARRANGEMENT; CRYPTOLEPINE; SURVIVAL; SKELETON; INDOLES; ANALOGS;

D O I：

10.1021/acs.joc.6b03084

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indolo[3,2-c] quinolones have been efficiently synthesized via an acid-mediated, one-pot, three-component condensation of arylhydrazines, o-aminoacetophenones, and triazines or nitriles. The synthetic application of this method is showcased by the concise synthesis of isocryptolepine alkaloid and a series of its synthetic analogues with demonstrated cancer cell antiproliferative activities.

引用

页码：3011 / 3018

页数：8

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