Platinum-Catalyzed Double Acylation of 2-(Aryloxy)pyridines via Direct C-H Activation

Platinum-Catalyzed Double Acylation of 2-(Aryloxy)pyridines via Direct C-H Activation
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DOI:
10.1021/acs.orglett.7b00423
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发表时间:
2017-04-07
期刊:
影响因子:
5.2
通讯作者:
Huo, Shouquan
Huo, Shouquan
中科院分区:
化学1区
文献类型:
--
作者:
McAteer, Donald C.;Javed, Erman;Huo, Shouquan

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发现了一种独特的铂催化2-芳氧基吡啶与酰氯的直接C-H酰化反应。该反应既不需要氧化剂,也不需要其他添加剂。当芳基的两个邻位都可接近时,双酰化容易发生以产生双酰化产物。脂肪族、芳香族和α,β-不饱和酰基均可引入。酰化反应可以通过类似的芳族亲电取代反应进行,该反应由铂在酰氯上的亲核攻击引发。
A unique platinum-catalyzed direct C-H acylation of 2-(aryloxy)pyridines with acyl chlorides is discovered. The reaction requires, neither an oxidant nor :other additives. When both ortho positions of the, aryl group are accessible, the double acylation occurs readily to produce the diacylated products. Aliphatic, aromatic, and alpha,beta-unsaturated acyl groups can all be introduced. The acylation reaction may proceed through an analogous aromatic electrophilic substitution triggered by the nucleophilic attack of the platinum at the acyl chloride.