有机化学 ›› 2014, Vol. 34 ›› Issue (6): 1231-1234.DOI: 10.6023/cjoc201312025 上一篇    下一篇

研究简报

IPrAuCl/AgOTf催化下合成N-磺酰基四氢吡咯类化合物

原东鹏a, 曾明a, 柏春美a, 崔冬梅a, 张辰b   

  1. a. 浙江工业大学药学院 杭州 310014;
    b. 浙江大学药学院 杭州 310058
  • 收稿日期:2013-12-19 修回日期:2014-01-21 发布日期:2014-02-14
  • 通讯作者: 崔冬梅, 张辰 E-mail:chenzhang@zju.edu.cn
  • 基金资助:

    浙江省自然科学基金(No. Y4100558)资助项目.

Synthesis of N-Sulfonyl Pyrrolidines Catalyzed by IPrAuCl/AgOTf

Yuan Dongpenga, Zeng Minga, Bai Chunmeia, Cui Dongmeia, Zhang Chenb   

  1. a. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014;
    b. School of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058
  • Received:2013-12-19 Revised:2014-01-21 Published:2014-02-14
  • Supported by:

    Project supported by the Natural Science Foundation of Zhejiang Province (No. Y4100558).

在IPrAuCl和AgOTf催化体系作用下,通过一系列磺酰胺和四氢呋喃类化合物反应,合成了N-磺酰基四氢吡咯类化合物,实现了五元氧杂环到氮杂环类化合物的转换.

关键词: 磺酰胺, 催化剂, 四氢呋喃, 四氢吡咯

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 was developed for their preparation via condensation of the easily obtainable 5-formyl pyrimidine nucleosides with carbon tetrabromide and subsequent cyclization promoted by copper iodide.

Key words: sulfonamide, catalyst, tetrahydrofuran, pyrrolidine