Microwave-assisted synthesis of 5,6-dihydroindolo[1,2-a] quinoxaline derivatives through copper-catalyzed intramolecular N-arylation

被引：7

作者：

Zhao, Fei ^{[1
]}

Zhang, Lei ^{[1
]}

Liu, Hailong ^{[1
]}

Zhou, Shengbin ^{[1
]}

Liu, Hong ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷

基金：

中国国家自然科学基金;

关键词：

copper; 5,6-dihydroindolo[1,2-a]quinoxaline; intramolecular N-arylation; microwave irradiation; INDOLE ALKALOIDS; HETEROCYCLES; CHEMISTRY; EFFICIENT; CASCADE; AMINES; MILD; CUI;

D O I：

10.3762/bjoc.9.285

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and practical protocol has been developed to synthesize 5,6-dihydroindolo[ 1,2-a] quinoxaline derivatives by CuI-catalyzed intramolecular N-arylation under microwave irradiation. This method rapidly afforded the tetracyclic products with good to excellent yields (83-97%) in short reaction times (45-60 min).

引用

页码：2463 / 2469

页数：7

共 50 条

[41] MICROWAVE-ASSISTED SYNTHESIS OF IMIDAZO[1,2-a] PYRIDINE DERIVATIVES AND THEIR ANTI-INFLAMMATORY ACTIVITY
Budumuru, Pushpalatha
Golagani, Srinivasarao
Pushpanjali, B.
INTERNATIONAL JOURNAL OF PHARMACEUTICAL SCIENCES AND RESEARCH, 2019, 10 (03): : 1172 - 1179
[42] Copper-catalyzed N-arylation and aerobic oxidation: one-pot synthesis of tetrahydroisoquinolino[2,1-a]quinazolinone derivatives
Tian, Hua
Qiao, Hongwei
Zhu, Changjin
Fu, Hua
RSC ADVANCES, 2014, 4 (06): : 2694 - 2704
[43] An Efficient Microwave-Assisted Synthesis of 6,8-Dihydroimidazo[1,2-a] [1,3,5] Triazine Derivatives
Matloobi, Mitra
Schramm, Hans Wolfgang
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (03) : 724 - 728
[44] Microwave-Assisted Copper-Catalyzed Synthesis of 1-Aryl Benzotriazole 3-Oxides
Desai, Bhargav
Bharodiya, Akshay
Koppolu, Mani Kanta
Bhukya, Hussain
Dholakiya, Bharatkumar
Naveen, Togati
CHEMISTRYSELECT, 2024, 9 (33):
[45] Synthesis of Naphtho-Fused Imidazo[1,2-a]pyridines through Copper-Catalyzed Cascade Reactions
Saini, Hitesh Kumar
Kaswan, Pinku
Pericherla, Kasiviswanadharaju
Kumar, Anil
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 4 (12) : 1380 - 1385
[46] Facile microwave-assisted synthesis of 1H-pyrazino[1,2-a]quinoxaline-1,5(6H)-dione derivatives via a nucleophilic substitution reaction
Xiaoyan Zhang
Guiting Song
Hailei Cui
Zhigang Xu
Jin Zhu
Zhongzhu Chen
Science China Chemistry, 2015, 58 : 1239 - 1242
[47] Facile microwave-assisted synthesis of 1H-pyrazino[1,2-a]quinoxaline-1,5(6H)-dione derivatives via a nucleophilic substitution reaction
Xiaoyan Zhang
Guiting Song
Hailei Cui
Zhigang Xu
Jin Zhu
Zhongzhu Chen
Science China(Chemistry), 2015, (07) : 1239 - 1242
[48] A new approach to the synthesis of 2-aminoimidazo[1,2-a]pyridine derivatives through microwave-assisted N-alkylation of 2-halopyridines
Vega, JA
Vaquero, JJ
Alvarez-Builla, J
Ezquerra, J
Hamdouchi, C
TETRAHEDRON, 1999, 55 (08) : 2317 - 2326
[49] Facile microwave-assisted synthesis of 1H-pyrazino[1,2-a]quinoxaline-1,5(6H)-dione derivatives via a nucleophilic substitution reaction
Zhang, Xiaoyan
Song, Guiting
Cui, Hailei
Xu, Zhigang
Zhu, Jin
Chen, Zhongzhu
SCIENCE CHINA-CHEMISTRY, 2015, 58 (07) : 1239 - 1242
[50] Facile microwave-assisted synthesis of 1H-pyrazino[1,2-a]quinoxaline-1,5(6H)-dione derivatives via a nucleophilic substitution reaction
Xiaoyan Zhang
Guiting Song
Hailei Cui
Zhigang Xu
Jin Zhu
Zhongzhu Chen
Science China(Chemistry), 2015, 58 (07) : 1239 - 1242

← 1 2 3 4 5 →