Beyond a Protecting Reagent: DMAP-Catalyzed Cyclization of Boc-Anhydride with 2-Alkenylanilines
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- 作者：Ya-Nan Huang ; Yin-Long Li ; Jian Li ; Jun Deng
- 刊名：Journal of Organic Chemistry
- 出版年：2016
- 出版时间：June 3, 2016
- 年：2016
- 卷：81
- 期：11
- 页码：4645-4653
- 全文大小：419K
- 年卷期：0
- ISSN：1520-6904
文摘
A novel rapid synthesis of quinolines from 2-alkenylanilines has been described; the reaction involves an unexpected DMAP-catalyzed cyclization of 2-alkenylanilines with di-tert-butyl dicarbonate (Boc2O, 2.0 equiv), and a series of tert-butyl quinolin-2-yl carbonate with various functional groups have been synthesized in good yields under mild conditions. Furthermore, the tert-butyl quinolin-2-yl carbonate can be easily converted into corresponding quinolinones and 2-(pseudo)haloquinolines.