有机化学 ›› 2016, Vol. 36 ›› Issue (7): 1662-1667.DOI: 10.6023/cjoc201601026 上一篇    下一篇

研究论文

12H,14H-喹唑啉并[3,4-a]-3,1-苯并噁嗪的合成

武静, 孔晗晗, 丁明武   

  1. 华中师范大学 农药与化学生物学教育部重点实验室 武汉 430079
  • 收稿日期:2016-01-20 修回日期:2016-02-29 发布日期:2016-03-11
  • 通讯作者: 丁明武 E-mail:mwding@mail.ccnu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21572075)资助项目.

Synthesis of 12H,14H-Quinazolino[3,4-a]-3,1-benzoxazines

Wu Jing, Kong Hanhan, Ding Mingwu   

  1. Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan 430079
  • Received:2016-01-20 Revised:2016-02-29 Published:2016-03-11
  • Supported by:

    Project supported by the the National Natural Science Foundation of China (No. 21572075).

提出了一种利用连续Staudinger/aza-Wittig反应合成新稠环系12H,14H-喹唑啉并[3,4-a]-3,1-苯并噁嗪的方法. 该方法应用叠氮化物3与三苯基膦、酰氯或CS2的连续Staudinger/aza-Wittig/成环反应,以良好的产率生成12H,14H-喹唑啉并[3,4-a]-3,1-苯并噁嗪56.

关键词: 苯并噁嗪, 喹唑啉, 喹唑啉并苯并噁嗪, 氮杂Wittig反应, 叠氮化物

A one-pot synthetic approach to new fused heterocyclic skeleton 12H,14H-quinazolino[3,4-a]-3,1-benzoxazine by Staudinger/aza-Wittig sequence has been developed. The sequential reaction of azides 3 with triphenylphosphine and acyl chlorides or CS2 produced 12H,14H-quinazolino[3,4-a]-3,1-benzoxazines 5 or 6 in good yields via a consecutive Staudinger/ aza-Wittig/ cyclization reaction.

Key words: benzoxazine, quinazoline, quinazolinobenzoxazine, aza-Wittig reaction, azide