Addition of grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones |
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Authors: | Wang Xiao-jun Zhang Li Sun Xiufeng Xu Yibo Krishnamurthy Dhileepkumar Senanayake Chris H |
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Affiliation: | Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, USA. xwang@rdg.boehringer-ingelheim.com |
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Abstract: | [chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nucleophilic addition by Grignard reagents. |
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