HETEROARYLATION OF 6-ARYL-2,3-DIHYDROIMIDAZO[2,1-B]THIAZOLE WITH N-(ETHOXYCARBONYL)HETEROAROMATIC SALTS

被引:3
|
作者
SHILCRAT, S
LANTOS, I
MCGUIRE, M
PRIDGEN, L
DAVIS, L
EGGLESTON, D
STAIGER, D
WEBB, L
机构
[1] Division of Chemical Research & Development, Smith Kline & French Laboratories, King of Prussia, Pennsylvania, 19406-0939
关键词
D O I
10.1002/jhet.5570300634
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ethyl chloroformate salts of a variety of benzo-fused six membered pi-deficient heteroaromatics, including quinoline, isoquinoline, 4-chloroquinoline, 3-bromoquinoline, phthalazine, and quinazoline, reacted with 6-aryl-2,3-dihydroimidazo[2,1-b]thiazole at the 5-position. The dihydroheteroaromatic adducts were oxidized by o-chloranil, sulfur, or electrochemical methodology to form the 5-heteroaromatic-6-aryl-2,3-dihydroimidazo[2,1-b]thiazoles, 10-15. In each example, the regiochemistry of addition to the heteroaromatic ring was established.
引用
收藏
页码:1663 / 1671
页数:9
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