Novel synthetic routes suitable for constructing benzopyrone combinatorial libraries

被引:76
作者
Bhat, AS [1 ]
Whetstone, JL [1 ]
Brueggemeier, RW [1 ]
机构
[1] Ohio State Univ, Coll Pharm, Div Med Chem & Pharmacognosy, Columbus, OH 43210 USA
关键词
benzopyrones; flavonoids; combinatorial chemistry; sonogashira coupling;
D O I
10.1016/S0040-4039(99)00279-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of O-(t-butylsilyloxy)benzoyl chlorides generated from the corresponding silyl esters were coupled with a range of terminal alkynes to afford the corresponding alkynyl ketones. The alkynyl ketones were converted to enaminoketones and then cyclized to yield the desired benzopyrone ring system. This synthetic protocol utilizes readily available starting materials, mild and high yielding reactions with good functional group tolerance, and is ideal for developing combinatorial libraries centered around the benzopyrone ring system. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2469 / 2472
页数:4
相关论文
共 13 条
[11]  
TOHDA Y, 1977, SYNTHESIS-STUTTGART, P777
[12]  
TORRI S, 1993, TETRAHEDRON, V49, P6773
[13]   REACTION OF TERT-BUTYLDIMETHYLSILYL ESTERS WITH OXALYL CHLORIDE-DIMETHYLFORMAMIDE - PREPARATION OF CARBOXYLIC-ACID CHLORIDES UNDER NEUTRAL CONDITIONS [J].
WISSNER, A ;
GRUDZINSKAS, CV .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (20) :3972-3974