化学
三氟甲基
烷基
电泳剂
试剂
亲核取代
亲核细胞
氰化物
硫氰酸盐
取代反应
药物化学
有机化学
组合化学
催化作用
作者
Lukas J. Gooßen,Christian Matheis,Minyan Wang,Thilo Krause
出处
期刊:Synlett
[Georg Thieme Verlag KG]
日期:2015-04-30
卷期号:26 (11): 1628-1632
被引量:28
标识
DOI:10.1055/s-0034-1378702
摘要
A straightforward synthesis of alkyl trifluoromethyl thioethers was developed that starts from widely available alkyl halides or mesylates and the inexpensive reagents sodium thiocyanate and trimethyl(trifluoromethyl)silane. The alkyl electrophiles are converted in situ into the corresponding thiocyanates, which react with the nucleophilic Ruppert–Prakash reagent to give the corresponding trifluoromethyl thioethers via a Langlois-type CN–CF3 substitution. This process enables the efficient introduction of the pharmaceutically meaningful trifluoromethylthio groups into functionalized molecules without the need of metal catalysts or expensive preformed trifluoromethylthiolating agents.
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