Abstract
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 N3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.
| Original language | English |
|---|---|
| Pages (from-to) | 4027-4036 |
| Number of pages | 10 |
| Journal | Journal of Organic Chemistry |
| Volume | 78 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 2013 Apr 19 |
ASJC Scopus subject areas
- Organic Chemistry
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Shih, Y. C., Yang, Y. Y., Lin, C. C., & Chien, T-C. (2013). Synthesis of 6-alkyluridines from 6-cyanouridine via zinc(II) chloride-catalyzed nucleophilic substitution with alkyl grignard reagents. Journal of Organic Chemistry, 78(8), 4027-4036. https://doi.org/10.1021/jo400364p