An efficient synthesis of brominated C-aryl glycopyranoside

作者：Zhang Yun Zhi^*; Chen Guan Yu; Chen Guo Rong

来源：Chinese Journal of Organic Chemistry, 2008, 28(2): 321-324.

• C-aryl glycoside
• N-bromosuccinimide
• ammonium nitrate
• bromination

Using SnCl4 and CF3CO2Ag as catalysts, 2-(2,3,4,6-tetra-O-acetyl-beta-D-glycopyranosyl)-1,4-dimethoxy-benzenes (4a and 4b) were prepared firstly, then using NH4NO3 as a catalyst under milder condition the bromination of 4a or 4b by N-bromosuccinimide (NBS) gave 2-(2,3,4,6-tetra-O-acetyl-beta-D-glycopyranosyl)-5-bromo-1,4-dimethoxy-benzene (1a or 1b) in high yields. The effect of the quantity of NBS and NH4NO3 on the bromination was discussed.

• 出版日期2008-2
• 单位华东理工大学