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通过光氧化还原催化实现有机砜的高效官能团化:将 - 羰基烷基侧链直接引入 - 烯丙基 - - 酮砜中。

Efficient Functionalization of Organosulfones via Photoredox Catalysis: Direct Incorporation of -Carbonyl Alkyl Side Chains into -Allyl--Ketosulfones.

作者信息

Huang Hong-Li, Li Shan, Lv Yong-Zheng, Shi Ya-Qian, Pang Tian-Tian, Zhang Ru-Fen, Huang Wenjing, Yin Jianhui, Gao Fei

机构信息

College of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059, China.

Institute of Translation Medicine, Shanghai University, Shanghai 200444, China.

出版信息

Molecules. 2024 Apr 25;29(9):1971. doi: 10.3390/molecules29091971.

Abstract

A novel and efficient method for functionalizing organosulfones has been established, utilizing a visible-light-driven intermolecular radical cascade cyclization of -allyl--ketosulfones. This process employs -Ir(ppy) as the photoredox catalyst and -carbonyl alkyl bromide as the oxidizing agent. Via this approach, the substrates experience intermolecular addition of -carbonyl alkyl radicals to the alkene bonds, initiating a sequence of C-C bond formations that culminate in the production of organosulfone derivatives. Notably, this technique features gentle reaction conditions and an exceptional compatibility with a wide array of functional groups, making it a versatile and valuable addition to the field of organic synthesis.

摘要

一种新颖且高效的有机砜官能化方法已经建立,该方法利用可见光驱动的烯丙基酮砜分子间自由基级联环化反应。此过程采用Ir(ppy)作为光氧化还原催化剂,羰基烷基溴作为氧化剂。通过这种方法,底物经历羰基烷基自由基对烯烃键的分子间加成,引发一系列C-C键的形成,最终生成有机砜衍生物。值得注意的是,该技术具有温和的反应条件以及与多种官能团的出色兼容性,使其成为有机合成领域一种通用且有价值的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af9/11085174/35b146a5f8d2/molecules-29-01971-g001.jpg

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