未掩蔽的苯甲酰模板实现钯催化苄胺的 - 选择性C-H烯基化和乙酰氧基化反应
Palladium-Catalyzed -Selective C-H Olefination and Acetoxylation of Benzylamines Enabled by an Unmasked Benzoyl Template.
作者信息
Tang Jinghong, Huang Jun, Li Guoshuai, Liu Zelin, He Siquan, Jin Zhong
机构信息
Key Laboratory of Xinjiang Native Medicinal and Edible Plant Resource Chemistry, College of Chemistry and Environmental Sciences, Kashi University, Kashgar, Xinjiang 844000, People's Republic of China.
College of Chemistry, National Engineering Research Center of Pesticide, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
出版信息
Org Lett. 2024 Jul 26;26(29):6109-6113. doi: 10.1021/acs.orglett.4c01785. Epub 2024 Jul 18.
Benzylamines belong to an important class of building blocks in the synthesis of biologically active natural products and drugs. Encumbered by amide-directed -C-H activation, remote -selective C-H functionalization of benzylamines has hitherto not been realized to date. Here, we report a palladium-catalyzed -selective C-H olefination and acetoxylation of benzylamines using a functionalized benzoyl template. Enhancing the coordination strength of the directing group in the template significantly improved the site selectivity of C-H functionalization.
苄胺是合成生物活性天然产物和药物的重要结构单元。由于酰胺导向的C-H活化的限制，苄胺的远程选择性C-H官能化至今尚未实现。在此，我们报道了使用功能化苯甲酰模板的钯催化苄胺的选择性C-H烯基化和乙酰氧基化反应。增强模板中导向基团的配位强度显著提高了C-H官能化的位点选择性。
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