Palladium-catalyzed C–H olefination of uridine, deoxyuridine, uridine monophosphate and uridine analogues

Qin Zhao; Ruoqian Xie; Yuxiao Zeng; Wanlu Li; Guolan Xiao; Yangyan Li; Gang Chen

doi:10.1039/D2RA03681A

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Palladium-catalyzed C–H olefination of uridine, deoxyuridine, uridine monophosphate and uridine analogues†

Qin Zhao,‡^a Ruoqian Xie,‡^a Yuxiao Zeng,

^a Wanlu Li,^c Guolan Xiao,^a Yangyan Li*^ab and Gang Chen

*^a

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* Corresponding authors

^a Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, People's Republic of China
E-mail: yangany_li@sjtu.edu.cn, gchen2018@sjtu.edu.cn

^b College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 425199, People's Republic of China

^c School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, People's Republic of China

Abstract

The palladium-catalyzed oxidative C–H olefinations of uridine, deoxyuridine, uridine monophosphate and uridine analogues are reported herein. This protocol provides an efficient, atom-economic and environmentally friendly approach to the synthesis of biologically important C5-alkene modified uracil/uridine-containing derivatives and pharmaceutical candidates.

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DOI: https://doi.org/10.1039/D2RA03681A
Article type: Paper
Submitted: 14 Jun 2022
Accepted: 25 Aug 2022
First published: 01 Sep 2022
This article is Open Access

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RSC Adv., 2022,12, 24930-24934

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Palladium-catalyzed C–H olefination of uridine, deoxyuridine, uridine monophosphate and uridine analogues

Q. Zhao, R. Xie, Y. Zeng, W. Li, G. Xiao, Y. Li and G. Chen, RSC Adv., 2022, 12, 24930 DOI: 10.1039/D2RA03681A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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Palladium-catalyzed C–H olefination of uridine, deoxyuridine, uridine monophosphate and uridine analogues†

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Palladium-catalyzed C–H olefination of uridine, deoxyuridine, uridine monophosphate and uridine analogues

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