银催化苄基C(sp3)—H键与炔丙基C(sp3)—H键的 位点选择性胺化

全文下载： 20240519.pdf

文章编号： 1672-6987（2024）05-0017-05； DOI： 10.16351/j.1672-6987.2024.05.002

矫鲁振1， 李延顺2， 滕大为1*（1.青岛科技大学  化工学院， 山东 青岛 266042；  2.山东科技职业学院， 山东 潍坊 261021）

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(sp3)—H键与炔丙基C(sp3)—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。

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(sp3)—H键

中图分类号： O 624文献标志码： A

引用格式： 矫鲁振， 李延顺， 滕大为. 银催化苄基C(sp3)—H键与炔丙基C(sp3)—H键的位点选择性胺化［J］. 青岛科技大学学报(自然科学版), 2024, 45（5）： 17-21.

JIAO Luzhen, LI Yanshun, TENG Dawei. Silver catalyzed site-selective C(sp3)—H bond amination of benzyl over propinyl C(sp3)—H bond ［J］. Journal of Qingdao University of Science and Technology（Natural Science Edition), 2024， 45（5）： 17-21.

Silver Catalyzed Site-Selective C(sp3)—H Bond Amination of

Benzyl Over Propinyl C(sp3)—H Bond

JIAO Luzhen1, LI Yanshun2, TENG Dawei1

(1.College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China;

2.Shandong Vocational College of Science and Technology, Weifang 261021, China)

Abstract: 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(sp3)—H bond and propinyl C(sp3)—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.

Key words: silver-catalyzed nitrene; site-selective amination; cyclic sulfamate derivatives; benzyl C(sp3)—H bond

收稿日期：  2023-11-17

作者简介： 矫鲁振(1991—)，男，博士研究生.*通信联系人.