镍介导的室温下异吲哚啉酮的合成
Nickel-Mediated Synthesis of Isoindolinones at Room Temperature.
作者信息
Wertjes William C, Waller Peter J, Shelton Kyle E, Kalyani Dipannita
机构信息
St. Olaf College, Department of Chemistry, 1520 St. Olaf Ave., Northfield, MN 55057, USA.
出版信息
Synthesis (Stuttg). 2014 Nov;46(22):3033-3040. doi: 10.1055/s-0034-1378555. Epub 2014 Aug 21.
Abstract
This communication describes a method for the Ni(cod) -mediated intramolecular arylation of alkyl C-H bonds adjacent to the nitrogen atom in benzamide substrates. The transformation proceeds at room temperature and exhibits selectivity for functionalization of more substituted C-H bonds. The yields of the desired isoindolinone products are higher with benzamide substrates containing tertiary alkyl groups on the nitrogen atom than with those bearing primary or secondary alkyls. The results described herein suggest a mechanism involving radical intermediates for these reactions.
摘要
本通讯描述了一种用于镍（0）双（环辛二烯）介导的苯甲酰胺底物中与氮原子相邻的烷基C-H键进行分子内芳基化的方法。该转化反应在室温下进行，并且对更多取代的C-H键的官能团化表现出选择性。与氮原子上含有伯烷基或仲烷基的苯甲酰胺底物相比，氮原子上含有叔烷基的苯甲酰胺底物生成所需异吲哚啉酮产物的产率更高。本文所述结果表明这些反应涉及自由基中间体的机理。
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