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

被引：5

作者：

Shih, Yu-Chiao ^{[1
]}

Yang, Ya-Ying ^{[1
]}

Lin, Chun-Chi ^{[1
]}

Chien, Tun-Cheng ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 11677, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 08期

关键词：

NUCLEAR-MAGNETIC-RESONANCE; PYRIMIDINE NUCLEOSIDES; EFFICIENT ENTRY; DERIVATIVES; 6-METHYLURIDINE; URIDINE; SYN; LITHIATION; ANALOGS; URACIL;

D O I：

10.1021/jo400364p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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'-deoxyuridine without the protection at the N-3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.

引用

页码：4027 / 4036

页数：10

共 12 条

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