Palladium-catalyzed ortho C-H bond alkylation of benzylamides with alpha-bromo ketones
Palladium-catalyzed ortho C-H bond alkylation of benzylamides with alpha-bromo ketones
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钯催化苯甲酰胺与 α-溴酮的邻位 C-H 键烷基化
DOI：
10.1039/c6ra07450b
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发表时间：
2016
期刊：
影响因子：
3.9
通讯作者：
Huang Lehao
中科院分区：
文献类型：
--
作者：
Song Jiao;Chen Wenbo;Zhao Yunjie;Li Chenglong;Liang Guang;Huang Lehao
本文报道了钯催化下含双齿喹啉酰胺导向基团的苯甲酰胺的邻位C-H键与α-溴代酮或腈的烷基化反应。α-溴代芳基酮、α-溴代烷基酮、甚至α-溴代烷基腈在这种转化中是合适的试剂，提供具有侧基羰基或氰基的直接烷基化产物。此外，直接烷基化产物可以在酸性条件下水解，为制备高价值的3-芳基异喹啉衍生物提供了一种简单的策略。
A Pd-catalyzed alkylation of ortho C–H bonds in benzylamides possessing a bidentate-quinolinamide directing group with α-bromo ketones or nitrile is reported. α-Bromo aryl ketones, α-bromo alkyl ketone, and even α-bromo alkyl nitrile are competent reagents in this transformation, providing direct alkylated products with a pendant carbonyl or cyano group. Furthermore, direct alkylated products can be hydrolyzed under acidic conditions, providing a straightforward strategy for preparing high-value 3-arylisoquinoline derivatives.