6-溴代呋喃[2,3-d]嘧啶双环核苷是合成具有显著抗病毒活性的呋喃并嘧啶双环核苷衍生物的重要中间体.该类化合物的文献制备方法合成步骤多,并需使用钯配合物作催化剂.以易得的5-甲酰基嘧啶核苷为原料,先经与四溴化碳缩合得5-(2,2-二溴乙烯基)嘧啶核苷类似物,然后在碘化亚铜催化下发生环化反应生成目标产物,不仅缩短了合成路线,而且避免了贵金属试剂的使用,是一种经济实用的新方法.
6-Bromofuro[2,3-d]pyrimidine bicyclic nucleosides are the key intermediates for the preparation of novel furo[2,3-d]pyrimidine bicyclic nucleoside derivatives with remarkable antiviral potency. The literature protocol for their synthesis involves a multi-step procedure and palladium catalyst. In this paper, an economical and practical method for their preparation is developed via condensation of the easily obtainable 5-formyl pyrimidine nucleosides with carbon tetrabromide and subsequent cyclization promoted by copper iodide.