Sonogashira coupling of functionalized trifloyl oxazoles and thiazoles with terminal alkynes: synthesis of disubstituted heterocycles.

Sonogashira coupling of functionalized trifloyl oxazoles and thiazoles with terminal alkynes: synthesis of disubstituted heterocycles.
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DOI:
10.1021/ol026099r
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发表时间:
2002-07
期刊:
影响因子:
5.2
通讯作者:
N. Langille;L. Dakin;J. Panek
N. Langille;L. Dakin;J. Panek
中科院分区:
化学1区
文献类型:
--
作者:
N. Langille;L. Dakin;J. Panek

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[反应:见正文]这篇文章描述了官能化的2-,4-和5-三氟基恶唑和噻唑与末端炔的Sonogashira交叉偶联。这一方法已经扩展到2,4-二三氟基噻唑,这导致了噻唑C2位的区域选择性交叉偶联。得到的2-炔基-4-三氟基噻唑在钯(0)介导的第二次交叉偶联反应中是有效的亲电试剂。
[reaction: see text] This paper describes Sonogashira cross-coupling of functionalized 2-, 4-, and 5-trifloyl oxazoles and thiazoles with terminal alkynes. This methodology has been extended to 2,4-ditrifloylthiazoles, which results in regioselective cross-coupling at the C2-position of the thiazole. The resulting 2-alkynyl-4-trifloylthiazoles are effective electrophiles in a second palladium(0)-mediated cross-coupling reaction.