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铁催化的游离醇的光诱导远程C(sp)-H胺化反应

Iron-Catalyzed Photoinduced Remote C(sp)-H Amination of Free Alcohols.

作者信息

Xiong Ni, Li Yang, Zeng Rong

机构信息

School of Chemistry, MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University, Xi'an 710049, P. R. China.

Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.

出版信息

Org Lett. 2021 Nov 19;23(22):8968-8972. doi: 10.1021/acs.orglett.1c03488. Epub 2021 Oct 29.

Abstract

We report a general photocatalytic protocol for the remote C(sp)-H bond amination of free aliphatic alcohols. The electron transfer between the abundant and inexpensive catalyst FeCl and simple alkanols under blue LED irradiation enables the alkoxy radical formation under mild redox-neutral conditions, with no need for additional oxidant and prefunctionalization. The subsequent selective 1,5-hydrogen atom transfer (HAT) and amination provide a simple and efficient way to access molecular complexity from readily available and bulk alcohols.

摘要

我们报道了一种用于游离脂肪醇远程C(sp)-H键胺化的通用光催化方案。在蓝色发光二极管照射下,丰富且廉价的催化剂FeCl与简单链烷醇之间的电子转移能够在温和的氧化还原中性条件下形成烷氧基自由基,无需额外的氧化剂和预官能团化。随后的选择性1,5-氢原子转移(HAT)和胺化提供了一种简单有效的方法,可从易得的大量醇类构建分子复杂性。

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