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钯催化尿苷、脱氧尿苷、尿苷一磷酸及尿苷类似物的C-H烯基化反应。

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

作者信息

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

机构信息

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

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

出版信息

RSC Adv. 2022 Sep 1;12(38):24930-24934. doi: 10.1039/d2ra03681a. eCollection 2022 Aug 30.

DOI:10.1039/d2ra03681a
PMID:36199883
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9434382/
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.

摘要

本文报道了钯催化的尿苷、脱氧尿苷、尿苷一磷酸和尿苷类似物的氧化C-H烯烃化反应。该方法为合成具有生物学重要性的C5-烯烃修饰的含尿嘧啶/尿苷衍生物及药物候选物提供了一种高效、原子经济且环境友好的途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/3efc4ee5a9e1/d2ra03681a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/caea18266383/d2ra03681a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/dd3daa0dc901/d2ra03681a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/3efc4ee5a9e1/d2ra03681a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/caea18266383/d2ra03681a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/dd3daa0dc901/d2ra03681a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e3ba/9434382/3efc4ee5a9e1/d2ra03681a-s3.jpg

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J Org Chem. 2021 Dec 3;86(23):16434-16447. doi: 10.1021/acs.joc.1c01799. Epub 2021 Oct 29.
2
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Org Biomol Chem. 2021 Sep 7;19(33):7141-7146. doi: 10.1039/d1ob01234g. Epub 2021 Aug 7.
3
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Chem Sci. 2021 Jan 29;12(8):2735-2759. doi: 10.1039/d0sc05555g.
4
Biomimetic Total Syntheses of Ergot Alkaloids via Decarboxylative Giese Coupling.通过脱羧 Giese 偶联仿生全合成麦角生物碱。
Org Lett. 2021 Jan 15;23(2):370-375. doi: 10.1021/acs.orglett.0c03867. Epub 2020 Dec 23.
5
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Bioconjug Chem. 2019 Nov 20;30(11):2958-2966. doi: 10.1021/acs.bioconjchem.9b00643. Epub 2019 Nov 6.
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7
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9
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