Synthesis of 5-(thiazol-5-yl)-4,5-dihydroisoxazoles from 3-chloropentane-2,4-dione.

Synthesis of 5-(thiazol-5-yl)-4,5-dihydroisoxazoles from 3-chloropentane-2,4-dione.
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从 3-氯戊烷-2,4-二酮合成 5-(噻唑-5-基)-4,5-二氢异恶唑。

DOI:
10.1021/cc800033m
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发表时间:
2008
影响因子:
--
通讯作者:
Kurth,MarkJ
Kurth,MarkJ
中科院分区:
--
文献类型:
--
作者:
Milinkevich,KristinA;Ye,Long;Kurth,MarkJ

文献摘要

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Condensation of 3-chloropentane-2,4-dione with thioamides gives 1-(thiazol-5-yl)ethanones and subsequent Wittig olefination, followed by nitrile oxide 1,3-dipolar cycloaddition to the resulting prop-1-en-2-yl moiety, delivers racemic 5-(thiazol-5-yl)-4,5-dihydroisoxazoles. When this thiazole and isoxazoline diheterocyclic scaffold has a carboethoxy substituent at C2 of the thiazole ring, aminolysis provides for effective diversification. A 50-member library of various 5-(thiazol-5-yl)-4,5-dihydroisoxazoles is reported.