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银催化苄基C(sp^(3))—H键与炔丙基C(sp^(3))—H键的位点选择性胺化

Silver Catalyzed Site-Selective C(sp^(3))-H Bond Amination of Benzyl Over Propinyl C(sp^(3))-H Bond
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摘要 探讨了一种合成环状氨基磺酸酯的新方法。采用AgClO4/三(2-吡啶基甲基)胺催化体系,催化苄基C(sp^(3))—H键与炔丙基C(sp^(3))—H键的分子内位点选择性胺化反应,以89%收率和9.2∶1位点选择性得到了环状氨基磺酸酯。反应具有条件温和、官能团耐受性好、原子经济性和步骤经济性高等优点,为碳氮的构建提供了一种选择策略。 In recent years,construction of C—N bonds through nitrogen source provided by nitrene has become a novel and important synthesis strategy in organic reactions,furthermore,these methods have been widely used in pharmaceutical chemistry and total synthesis of natural products.In this paper,the AgClO4/tris(2-pyridylmethyl)amine catalyzed intramolecular site-selective amination of benzyl C(sp^(3))—H bond and propinyl C(sp^(3))—H bond to give the cyclic sulfamates in 89%yields and 9.2∶1 site-selectivity.This reaction has the advantages of mild conditions,good functional group tolerance,high atom economy and step economy,which provides a strategy for the construction of C—N bonds.
作者 矫鲁振 李延顺 滕大为 JIAO Luzhen;LI Yanshun;TENG Dawei(College of Chemical Engineering,Qingdao University of Science and Technology,Qingdao 266042,China;Shandong Vocational College of Science and Technology,Weifang 261021,China)
出处 《青岛科技大学学报(自然科学版)》 CAS 2024年第5期17-21,共5页 Journal of Qingdao University of Science and Technology:Natural Science Edition
关键词 银催化的氮宾 位点选择性胺化 环状氨基磺酸酯衍生物 苄基C(sp^(3))—H键 silver-catalyzed nitrene site-selective amination cyclic sulfamate derivatives benzyl C(sp^(3))—H bond
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