Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5262501 | Tetrahedron Letters | 2014 | 4 Pages |
Abstract
A highly regioselective intramolecular cyclization of lapachol mediated by Lewis acids including NbCl5, AlCl3, and FeCl3 was developed for synthesizing β-lapachone in excellent yields without any formation of the isomer α-lapachone. This procedure was efficient, mild, and easily scalable that avoided using highly hazardous concd H2SO4. In the case of ZrCl4 the cyclization was found to give α-lapachone as the main product. A possible mechanism for the Lewis acid mediated cyclization was also discussed.
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Authors
Jinlei Bian, Bang Deng, Xiaojin Zhang, Tianhan Hu, Nan Wang, Wei Wang, Haixiang Pei, Yu Xu, Hongxi Chu, Xiang Li, Haopeng Sun, Qidong You,