Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, PR China.
Chemistry. 2013 Apr 26;19(18):5715-20. doi: 10.1002/chem.201204322. Epub 2013 Feb 28.
A one-pot synthesis of 3,4,5- and 1,3,5-pyrazoles from tertiary propargylic alcohols and para-tolylsulfonohydrazide has been accomplished. The pyrazoles are formed through a four-step cascade sequence, including FeCl3 -catalyzed propargylic substitution, aza-Meyer-Schuster rearrangement, base-mediated 6π electrocyclization, and thermal [1,5] sigmatropic shift. In this reaction, the 3,4,5- and 1,3,5-pyrazoles are produced selectively according to different substituents in the starting alcohols.
一锅法从叔丙醇和对甲苯磺酰基腙合成了 3,4,5-和 1,3,5-吡唑。吡唑是通过四步级联序列形成的，包括 FeCl3 催化的丙炔取代、氮杂-Meyer-Schuster 重排、碱介导的 6π电环化和热 [1,5] 西格玛迁移。在该反应中，根据起始醇中不同的取代基，选择性地生成 3,4,5-和 1,3,5-吡唑。
