A novel three-component reaction: Synthesis of some complex annelated quinolines from simple acetanilides and via intramolecular 1,3-dipolar cycloaddition of azide to nitrile

被引:12
作者
Baruah, Biswajita [1 ]
Deb, Mohit L. [1 ]
Bhuyan, Pulak J. [1 ]
机构
[1] Reg Res Lab, Div Med Chem, Jorhat 785006, Assam, India
关键词
quinolines; acetanilides; multicomponent reaction; cyano-stabilised carbanion; intramolecular 1,3-dipolar cycloaddition reactions;
D O I
10.1055/s-2007-982568
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of a novel class of tetrazolo[4',5':1,6]pyrido[2,3-d]quinolines from simple acetanilides and via intramolecular 1,3-dipolar cycloaddition of azides to nitriles using a three-component one-pot protocol is reported.
引用
收藏
页码:1873 / 1876
页数:4
相关论文
共 36 条
[1]   Multiple-component condensation strategies for combinatorial library synthesis [J].
Armstrong, RW ;
Combs, AP ;
Tempest, PA ;
Brown, SD ;
Keating, TA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131
[2]   A new one-pot three-component condensation reaction for the synthesis of 2,3,4,6-tetrasubstituted pyridines [J].
Bagley, MC ;
Dale, JW ;
Bower, J .
CHEMICAL COMMUNICATIONS, 2002, (16) :1682-1683
[3]   One-pot three-component reaction for the synthesis of α-(aminoethyl)-α,β-enones [J].
Bertozzi, F ;
Gustafsson, M ;
Olsson, R .
ORGANIC LETTERS, 2002, 4 (24) :4333-4336
[4]   A novel microwave-mediated one-pot synthesis of indolizines via a three-component reaction [J].
Bora, U ;
Saikia, A ;
Boruah, RC .
ORGANIC LETTERS, 2003, 5 (04) :435-438
[5]   The total synthesis of streptonigrin and related antitumor antibiotic natural products [J].
Bringmann, G ;
Reichert, Y ;
Kane, VV .
TETRAHEDRON, 2004, 60 (16) :3539-3574
[6]   2-pyridones from cyanoacetamides and enecarbonyl compounds: Application to the synthesis of nothapodytine B [J].
Carles, L ;
Narkunan, K ;
Penlou, S ;
Rousset, L ;
Bouchu, D ;
Ciufolini, MA .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12) :4304-4308
[7]   A short and efficient general synthesis of luotonin A, B and E [J].
Chavan, SP ;
Sivappa, R .
TETRAHEDRON, 2004, 60 (44) :9931-9935
[8]   A synthesis of camptothecin [J].
Chavan, SP ;
Sivappa, R .
TETRAHEDRON LETTERS, 2004, 45 (15) :3113-3115
[9]   A convenient solution and solid-phase synthesis of Δ5-2-oxopiperazines via N-acyliminium ions cyclization [J].
Cheng, JF ;
Chen, M ;
Arrhenius, T ;
Nadzan, A .
TETRAHEDRON LETTERS, 2002, 43 (36) :6293-6295
[10]  
Comins D.L., 2001, ORG LETT, V3, P1611