有机化学 ›› 2016, Vol. 36 ›› Issue (2): 425-431.DOI: 10.6023/cjoc201508025 上一篇    下一篇

研究简报

钯催化炔烃与邻烯基溴苯串联环化合成多取代茚

周鹏, 邱会华, 施继成   

  1. 广东石油化工学院化学工程学院 茂名 525000
  • 收稿日期:2015-08-25 修回日期:2015-10-12 出版日期:2016-02-25 发布日期:2015-10-23
  • 通讯作者: 周鹏 E-mail:zzd83@aliyun.com
  • 基金资助:

    国家自然科学基金(No. 21272037)和广东省自然科学基金(No. S2013040014944)资助项目.

Palladium Catalyzed Cascade Cyclization of ortho-Alkenyl Bromobenzenes and Internal Alkynes for Multisubstituted Indenes

Zhou Peng, Qiu Huihua, Shi Jicheng   

  1. School of Chemical Engineering, Guangdong University of Petrochemical Technology, Maoming 525000
  • Received:2015-08-25 Revised:2015-10-12 Online:2016-02-25 Published:2015-10-23
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21272037) and the Natural Science Foundation of Guangdong Province (No. S2013040014944).

发展了一种高效、高选择性地构建多取代茚的新方法. 实验表明, 该方法以内炔和邻烯基溴苯为原料, Pd/C为催化剂, Na2CO3为碱, N,N-二甲基甲酰胺(DMF)为溶剂, 无添加配体的条件下, 可以高效地合成一系列官能团化茚类化合物. 该方法具有反应条件温和、底物适用范围广、催化剂可以循环使用等优点.

关键词: 钯催化, 炔, 邻烯基溴苯, 茚, 串联反应

This paper developed a new method for the construction of polysubstituted indenes. And a number of multisubstituted indenes have been synthesized from functional o-alkenyl bromobenzenes and alkynes in good yields through palladium-catalyzed annulations in N,N-dimethylformamide (DMF) taking Na2CO3 as base. The methodology tolerates a variety of functional groups with simple reaction conditions and the catalyst can be reused.

Key words: Pd-catalyzed, alkyne, o-alkenyl bromobenzene, indene, cascade reaction