Visible-light photoredox-catalyzed three-component radical alkyl-acylation of [1.1.1]propellane

Lanqin Liu; Shengkun Guo; Chengjun Chen; Xiaoyu Shen; Xiaoyun Chen; Huaguang Yu; Ying Han; Qiu Sun; Shaoqun Zhu; Hong Hou

doi:10.1039/D4OB01549E

Visible-light photoredox-catalyzed three-component radical alkyl-acylation of [1.1.1]propellane†

Lanqin Liu,^a Shengkun Guo,^a Chengjun Chen,^a Xiaoyu Shen,^a Xiaoyun Chen,

^b Huaguang Yu,

^c Ying Han,^a Qiu Sun,^a Shaoqun Zhu

*^a and Hong Hou*^a

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* Corresponding authors

^a School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225009, China
E-mail: shaoqun.zhu@yzu.edu.cn, houhong@yzu.edu.cn

^b School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212005, China

^c Key Laboratory of Optoelectronic Chemical Materials and Devices, Ministry of Education, College of Optoelectronic Materials and Technology, Jianghan University, Wuhan 430056, China

Abstract

We described herein a three-component radical alkyl-acylation of [1.1.1]propellane via a visible-light photoredox single electron transfer process, demonstrating an efficient approach for accessing a diverse array of 1,3-disubstituted BCP ketone derivatives. The synthetic utility of the present radical protocol was further demonstrated by the Baeyer–Villiger oxidation of the BCP ketone for BCP ester formation.

Organic & Biomolecular Chemistry

Visible-light photoredox-catalyzed three-component radical alkyl-acylation of [1.1.1]propellane†

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Visible-light photoredox-catalyzed three-component radical alkyl-acylation of [1.1.1]propellane

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