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通过钴肟光催化实现烯烃的1,3-双官能化

1,3-Difunctionalization of Alkenes by Cobaloxime Photocatalysis.

作者信息

Yu Ji-Xin, Cheng Yuan-Yuan, Zeng Xin-Yi, Chen Bin, Tung Chen-Ho, Wu Li-Zhu

机构信息

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, New Cornerstone Science Laboratory, Technical Institute of Physics and Chemistry, The Chinese Academy of Sciences, Beijing 100190, P. R. China.

School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, P. R. China.

出版信息

Org Lett. 2024 Aug 16;26(32):6809-6813. doi: 10.1021/acs.orglett.4c02027. Epub 2024 Aug 5.

Abstract

Represented herein is the first 1,3-difunctionalization of alkenes via photocatalysis. A single cobaloxime is used to carry out two catalytic cycles in which cobaloxime is used not only as a photocatalyst to initiate the reaction but also as a metal catalyst for the β-H elimination process. Electron-deficient alkenes, electron-rich alkenes, and unactivated alkenes could be directly converted to 1,3-bisphosphorylated products, even unsymmetric 1,3-bisphosphorylated products, with only H as a byproduct under extremely mild reaction conditions.

摘要

本文展示了通过光催化实现烯烃的首例1,3-双官能团化反应。使用单一的钴肟进行两个催化循环,其中钴肟不仅用作引发反应的光催化剂,还用作β-H消除过程的金属催化剂。缺电子烯烃、富电子烯烃和未活化的烯烃都可以直接转化为1,3-双磷酸化产物,甚至是不对称的1,3-双磷酸化产物,在极其温和的反应条件下仅以氢气作为副产物。

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