One-pot synthesis of N-substituted azapodophyllotoxin derivatives under microwave irradiation

被引:17
作者
Tu, Shujiang [1 ]
Zhang, Yan
Jiang, Bo
Jia, Runhong
Zhang, Junyong
Zhang, Jinpeng
Ji, Shunjun
机构
[1] Xuzhou Normal Univ, Dept Chem, Key Lab Biotechnol Med Plant, Xuzhou 221116, Jiangsu, Peoples R China
[2] Suzhou Univ, Coll Chem & Chem Engn, Key Lab Organ Synth Jiangsu Prov, Suzhou 215006, Peoples R China
来源
SYNTHESIS-STUTTGART | 2006年 / 22期
关键词
microwave irradiation; tetronic acid; enaminone; N-substituted furo[3,4-b]quinoline; azapodophyllotoxin;
D O I
10.1055/s-2006-950297
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of new, N-substituted azapodophyllotoxin derivatives were synthesized via a three-component reaction of an aldehyde, an enaminone and tetronic acid in glacial acetic acid, under microwave irradiation, without a catalyst. This new protocol has the advantages of shorter time, higher yields, lower cost and broader substrate scope, as well as easier operation.
引用
收藏
页码:3874 / 3882
页数:9
相关论文
共 34 条
[1]   THE SYNTHESIS OF 2-AZAPODOPHYLLOTOXINS [J].
BOSMANS, JP ;
VANDEREYCKEN, J ;
VANDEWALLE, M ;
HULKENBERG, A ;
VANHES, R ;
VEERMAN, W .
TETRAHEDRON LETTERS, 1989, 30 (29) :3877-3880
[2]  
BRODERSEN R, 1946, ACTA PHARMACOL TOX, V2, P109
[3]  
CAPPON RJ, 1987, AUST J CHEM, V40, P1327
[4]  
CHRUSCIEL RA, 1995, Patent No. 9507901
[5]  
Dal Pozzo A, 1974, Boll Chim Farm, V113, P280
[6]  
DALPOZZO A, 1974, B CHIM FARM, V113, P324
[7]  
EYCKEN JV, 1989, TETRAHEDRON LETT, V30, P3873
[8]   VULPINIC ACIDS AS POTENTIAL ANTIINFLAMMATORY AGENTS .1. VULPINIC ACIDS WITH SUBSTITUENTS IN AROMATIC RINGS [J].
FODEN, FR ;
MCCORMICK, J ;
OMANT, DM .
JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (02) :199-203
[9]  
FODEN FR, 1974, Patent No. 135838I
[10]   TETRONIC ACIDS [J].
HAYNES, LJ ;
PLIMMER, JR .
QUARTERLY REVIEWS, 1960, 14 (03) :292-315