An Efficient Method for the Synthesis of Indolo[3,2-c]quinoline Derivatives Catalyzed by Iodine

被引:3
作者
Zhou, Yujing [1 ]
Zhang, Meimei [2 ]
Yin, Mingyue [1 ]
Wang, Xiangshan [1 ]
机构
[1] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Sch Chem & Chem Engn, Xuzhou 221116, Jiangsu, Peoples R China
[2] Jiangsu Normal Univ, Key Lab Biotechnol Med Plant Jiangsu Prov, Xuzhou 221116, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
indolo[3; 2-c]quinoline; Schiff base; iodine; indole; CRYPTOLEPIS-SANGUINOLENTA; FACILE SYNTHESIS; IN-VITRO; BIS(INDOLYL)METHANES; QUINOLINES; ALKALOIDS;
D O I
10.1002/cjoc.201200993
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of Schiff base and indole catalyzed by iodine in DMA, subsequently treated with DDQ, gave indolo[3,2-c]quinoline derivatives in good yields. The structure of 3e was confirmed by X-ray diffraction analysis.
引用
收藏
页码:237 / 242
页数:6
相关论文
共 27 条
[1]  
Ablordeppey S. Y., 2007, [No title captured], Patent No. [US 2007232640, 2007232640]
[2]   Highly efficient synthesis of bis(indolyl)methanes in water [J].
Azizi, Najmodin ;
Torkian, Lalleh ;
Saidi, Mohammad R. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 275 (1-2) :109-112
[3]   Ethnobotanical-directed discovery of the antihyperglycemic properties of cryptolepine:: Its isolation from Cryptolepis sanguinolenta, synthesis, and in vitro and in vivo activities [J].
Bierer, DE ;
Fort, DM ;
Mendez, CD ;
Luo, J ;
Imbach, PA ;
Dubenko, LG ;
Jolad, SD ;
Gerber, RE ;
Litvak, J ;
Lu, Q ;
Zhang, PS ;
Reed, MJ ;
Waldeck, N ;
Bruening, RC ;
Noamesi, BK ;
Hector, RF ;
Carlson, TJ ;
King, SR .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (06) :894-901
[4]   In vitro and in vivo antiplasmodial activity of cryptolepine and related alkaloids from Cryptolepis sanguinolenta [J].
Cimanga, K ;
DeBruyne, T ;
Pieters, L ;
Vlietinck, AJ .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (07) :688-691
[5]   Synthesis of carbocyclic and heterocyclic fused quinolines by cascade radical annulations of unsaturated N-aryl thiocarbamates, thioamides, and thioureas [J].
Du, W ;
Curran, DP .
ORGANIC LETTERS, 2003, 5 (10) :1765-1768
[6]   Design of antineoplastic agents based on the '2-phenylnaphthalene-type' structural pattern -: synthesis and biological activity studies of 11H-indolo[3.2-c]quinoline derivatives [J].
He, L ;
Chang, HX ;
Chou, TC ;
Savaraj, N ;
Cheng, CC .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (01) :101-107
[7]  
Jaromin A, 2008, DRUG DELIV, V15, P49, DOI [10.1080/10717540701829192, 10.1080/10717540701829192 ]
[8]   Efficient synthesis of 2-alkylidene-3-iminoindoles, indolo[1,2-b]isoquinolin5-ones, δ-carbolines, and indirubines by domino and sequential reactions of functionalized nitriles [J].
Langer, P ;
Anders, JT ;
Weisz, K ;
Jähnchen, J .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (16) :3951-3964
[9]   Incorporation of Basic Side Chains into Cryptolepine Scaffold: Structure-Antimalarial Activity Relationships and Mechanistic Studies [J].
Lavrado, Joao ;
Cabal, Ghislain G. ;
Prudencio, Miguel ;
Mota, Maria M. ;
Gut, Jiri ;
Rosenthal, Philip J. ;
Diaz, Cecilia ;
Guedes, Rita C. ;
dos Santos, Daniel J. V. A. ;
Bichenkova, Elena ;
Douglas, Kenneth T. ;
Moreira, Rui ;
Paulo, Alexandra .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (03) :734-750
[10]   Efficient and green synthesis of bis(indolyl)methanes catalyzed by ABS in aqueous media under ultrasound irradiation [J].
Li, Ji-Tai ;
Sun, Ming-Xuan ;
He, Gen-Ye ;
Xu, Xiao-Ya .
ULTRASONICS SONOCHEMISTRY, 2011, 18 (01) :412-414