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银介导的官能化芳基锡烷的氟化反应。

Silver-mediated fluorination of functionalized aryl stannanes.

作者信息

Furuya Takeru, Strom Alexandra E, Ritter Tobias

机构信息

Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts, USA.

出版信息

J Am Chem Soc. 2009 Feb 11;131(5):1662-3. doi: 10.1021/ja8086664.

Abstract

We report a regiospecific silver-mediated fluorination of aryl stannanes. The presented reaction can afford complex fluoroarenes from readily available phenols in three steps. The operational simplicity and the broad substrate scope of the fluorination should render this reaction a useful tool for the synthesis of milligram to gram quantities of functionalized aryl fluorides. Silver-mediated oxidative transformations of aryl nucleophiles that proceed via bimetallic redox processes are a new avenue to develop carbon-heteroatom bond formations.

摘要

我们报道了一种区域特异性的银介导的芳基锡烷的氟化反应。所展示的反应可以通过三步从易得的酚类化合物制备复杂的氟代芳烃。该氟化反应操作简单且底物范围广泛,这应使其成为合成毫克至克级功能化芳基氟化物的有用工具。通过双金属氧化还原过程进行的银介导的芳基亲核试剂的氧化转化是开发碳-杂原子键形成的新途径。

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