Synthesis of 6-Alkyluridines from 6-Cyanouridine via Zinc(II) Chloride-Catalyzed Nucleophilic Substitution with Alkyl Grignard Reagents

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• 作者：Yu-Chiao Shih ; Ya-Ying Yang ; Chun-Chi Lin ; Tun-Cheng Chien
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：April 19, 2013
• 年：2013
• 卷：78
• 期：8
• 页码：4027-4036
• 全文大小：389K
• 年卷期：v.78,no.8(April 19, 2013)
• ISSN：1520-6904

文摘

6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2鈥?deoxyuridine without the protection at the N³-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.