Isoquinolino[4,3,2-de]phenanthridine: synthesis and its use in 1,3-dipolar cycloadditions to form nitrogen-containing polyaromatic hydrocarbons

被引：60
作者：
Ito, S. [1 ]
Tokimaru, Y. [1 ]
Nozaki, K. [1 ]
机构：
[1] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, Tokyo 1138656, Japan
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 01期
关键词：
POLYCYCLIC AROMATIC-HYDROCARBONS; AZOMETHINE YLIDES; DIPOLAR CYCLOADDITION; TERMINAL ALKYNES; N-HETEROACENES; FAMILY; 2,3-DIHYDROISOXAZOLES; FULLEROPYRROLIDINES; ORGANIZATION; DERIVATIVES;
D O I：
10.1039/c4cc06643j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis of the novel azomethine ylide, isoquinolino[4,3,2-de]phenanthridine, and its use in 1,3-dipolar cycloaddition with various alkenes and alkynes to form the corresponding fused pyrrolidines and pyrroles is reported.
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收藏
页码：221 / 224
页数：4
相关论文
共 51 条
[1]   Recent advances in the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides [J].
Adrio, Javier ;
Carretero, Juan C. .
CHEMICAL COMMUNICATIONS, 2014, 50 (83) :12434-12446
[2]   Novel dipolarophiles and dipoles in the metal-catalyzed enantioselective 1,3-dipolar cycloaddition of azomethine ylides [J].
Adrio, Javier ;
Carretero, Juan C. .
CHEMICAL COMMUNICATIONS, 2011, 47 (24) :6784-6794
[3]   Template-directed synthesis of symmetric as well as unsymmetric macrocycles from rigid or flexible building blocks [J].
Albrecht, Markus ;
Yeni .
SYNTHESIS-STUTTGART, 2008, (15) :2451-2461
[4]   Cu(I)-Catalyzed Huisgen Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction in Nucleoside, Nucleotide, and Oligonucleotide Chemistry [J].
Amblard, Franck ;
Cho, Jong Hyun ;
Schinazi, Raymond F. .
CHEMICAL REVIEWS, 2009, 109 (09) :4207-4220
[5]   Synthesis of Nitrogen-Doped ZigZag-Edge Peripheries: Dibenzo-9a-azaphenalene as Repeating Unit [J].
Berger, Reinhard ;
Giannakopoulos, Angelos ;
Ravat, Prince ;
Wagner, Manfred ;
Beljonne, David ;
Feng, Xinliang ;
Muellen, Klaus .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (39) :10520-10524
[6]   Large N-Heteroacenes: New Tricks for Very Old Dogs? [J].
Bunz, Uwe H. F. ;
Engelhart, Jens U. ;
Lindner, Benjamin D. ;
Schaffroth, Manuel .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (14) :3810-3821
[7]   N-Heteroacenes [J].
Bunz, Uwe H. F. .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (28) :6780-6789
[8]   Palladium-Catalyzed Synthesis of 7,9-Diaryl-8H-acenaphtho[1,2-c]pyrroles and Their Application in Explosives Detection [J].
Chen, Xiaopeng ;
Jin, Jisong ;
Wang, Yanguang ;
Lu, Ping .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (36) :9920-9923
[9]   Intramolecular dipolar cycloaddition reactions of azomethine ylides [J].
Coldham, I ;
Hufton, R .
CHEMICAL REVIEWS, 2005, 105 (07) :2765-2809
[10]  
Diederich F., 1993, HELV CHIM ACTA, V76, P2443
123456