Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen, 361005 Fujian, China.
J Org Chem. 2017 Nov 3;82(21):11659-11666. doi: 10.1021/acs.joc.7b02164.
The first facile and efficient Zn(OTf)-catalyzed direct coupling of unprotected propargylic alcohols with arylphosphine oxides has been developed, affording a general, one-step approach to access structurally diverse γ-ketophosphine oxides via sequential Meyer-Schuster rearrangement/phospha-Michael reaction along with new C(sp)-P and C═O bond formations, operational simplicity, and complete atom economy under ligand-free and base-free conditions.
一种简便高效的、由未保护的炔丙醇与芳基氧化膦进行直接偶联的反应,首次在 Zn(OTf) 的催化作用下得以实现。该方法通过连续的 Meyer-Schuster 重排/膦酰基迈克尔加成反应,以一步法构建了结构多样的γ-酮基氧化膦,同时实现了新的 C(sp)-P 和 C═O 键的形成,具有操作简单、无需配体和碱的特点,且原子经济性达到完全。