《Table 2 Synthesis of the aldo-quinazolinones 3a~3g through the condensation of the unprotected sacc

《Table 2 Synthesis of the aldo-quinazolinones 3a~3g through the condensation of the unprotected sacc   提示:宽带有限、当前游客访问压缩模式
本系列图表出处文件名:随高清版一同展现
《碘诱导的醛糖与o-氨基苯甲酰胺的氧化缩合合成糖基喹唑啉酮(英文)》


  1. 获取 高清版本忘记账户?点击这里登录
  1. 下载图表忘记账户?点击这里登录

We initiated our experiment by examining the reaction of D-ribose(1a)with o-aminobenzamide(2a)in dimethyl sulfoxide(DMSO)solution at 60℃(Table 1,Entry 1)according to the method for the aromatic aldehydes.[13]However,the reaction didn’t occur.Subsequently,the reaction was carried out in methanol solution at 40℃in the presence of some Lewis acids Fe Cl3[19]or CuCl2[20](Table1,Entries 2,3),but the reactions still didn’t proceed.When using Ac OH as the catalyst,[33]the reaction could yield small amount of the intermediate A(Scheme 1,two pairs of inseparable amino glycosides includingα/β-furanosides andα/β-pyranosides)(Table 1,Entry 4).Finally,iodine(I2)was added to promote the reaction(Table 1,Entry 5).[21]The reaction could succeed in generating the target ribo-quinazolinone 3a with a low yield of 12%,although the iodine-induced reaction was very complicated.