College of Chemistry and Chemical Engineering, Liaocheng University , Liaocheng, Shandong 252059, China.
Florida International University, Biomedical Engineering Department EC2671 , 10555 West Flagler Street, Miami, Florida 33174, United States.
Org Lett. 2018 Jan 19;20(2):477-480. doi: 10.1021/acs.orglett.7b03863. Epub 2018 Jan 9.
A novel metal-free one-pot protocol for the effective and efficient synthesis of 3-phosphinoylbenzofurans via a phospha-Michael addition/cyclization of H-phosphine oxides and in situ generated ortho-quinone methides is described. Based on the expeditious construction of C(sp)-P bonds, asymmetric synthesis of optically pure 3-phosphinoylbenzofurans containing chiral P-stereogenic center has also been probed by using chiral R-(-)-menthyl phenylphosphine oxide.
本文描述了一种新型的无金属一锅法,通过 H-膦氧化物的磷亲核迈克尔加成/环化反应,有效地合成了 3-膦酰基苯并呋喃。基于 C(sp)-P 键的快速构建,还使用手性 R-(-)-薄荷基苯基亚膦酸氧化,探索了含有手性 P-手性中心的光学纯 3-膦酰基苯并呋喃的不对称合成。