Autor: |
Zhang F; The College of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University , Zhengzhou, 450001, China., Mu D, Wang L, Du P, Han F, Zhao Y |
Jazyk: |
angličtina |
Zdroj: |
The Journal of organic chemistry [J Org Chem] 2014 Oct 17; Vol. 79 (20), pp. 9490-9. Date of Electronic Publication: 2014 Oct 02. |
DOI: |
10.1021/jo501488x |
Abstrakt: |
The synthesis of substituted mono- and diindole C-nucleoside analogues has been achieved in good to excellent yields by sequential Sonogashira coupling/NaAuCl4-catalyzed heteroannulation reactions of substituted 2-iodoanilines with various sugar terminal alkynes in one pot. The method is general, mild, and efficient and suitable for a wide range of sugar substrates, and 42 examples are given. The amino group of the substituted 2-iodoanilines is unprotected. The sugar terminal alkynes include furanosides, pyranosides, and acyclic glycosides with free hydroxyl groups, sensitive functional subtituents, and various protecting groups having different steric hindrance. |
Databáze: |
MEDLINE |
Externí odkaz: |
|