One-pot synthesis of polyhydropyrido[1,2-a]indoles and tetracyclic quinazolinones from 2-arylindoles using copper-mediated oxidative tandem reactions

被引：29
作者：
Yamashita, Mitsuaki [1 ]
Nishizono, Yukari [1 ]
Himekawa, Seiya [1 ]
Iida, Akira [1 ]
机构：
[1] Kindai Univ, Sch Agr, Nara 6318505, Japan
来源：
TETRAHEDRON | 2016年 / 72卷 / 27-28期
关键词：
Copper; Oxidation; Aza-Diels-Alder; Rearrangement; Indoles; LUOTONIN-A; DERIVATIVES; ALKALOIDS; 2-ARYL-3H-INDOL-3-ONES; EXPLORATION; INHIBITORS; CHEMISTRY; PROGRESS;
D O I：
10.1016/j.tet.2016.05.054
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We developed facile one-pot methods for the transformation of 2-arylindoles to polyhydropyrido[1,2-a]indoles and tetracyclic quinazolinones. The copper-catalyzed oxidation of 2-arylindoles to C-acylimines followed by aza-Diels-Alder reactions or oxidative ring-expansion reactions afforded significant polycyclic heterocycles. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4123 / 4131
页数：9
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