Author/Authors :
Bian، نويسنده , , Jinlei and Deng، نويسنده , , Bang and Zhang، نويسنده , , Xiaojin and Hu، نويسنده , , Tianhan and Wang، نويسنده , , Nan and Wang، نويسنده , , Wei-Wei Pei، نويسنده , , Haixiang and Xu، نويسنده , , Yu and Chu، نويسنده , , Hongxi and Li، نويسنده , , Xiang and Sun، نويسنده , , Haopeng and You، نويسنده , , Qidong، نويسنده ,
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.
Keywords :
Intramolecular cyclization , Lewis acid , Quinone , ?-Lapachone , regioselective
