College of Chemical Engineering, Guangdong University of Petrochemical Technology , 2 Guandu Road, Maoming 525000, P.R. China.
Org Lett. 2017 Nov 3;19(21):5830-5832. doi: 10.1021/acs.orglett.7b02796.
The first regioselective synthesis of polysubstituted 1,2-oxazetidines, based on the [2 + 1 + 1] radical tandem cycloaddition of styrenes, arylamines, and tert-butyl hydroperoxide (TBHP), is described. This simple and direct method allows the synthesis of 1,2-oxazetidines with a broad substrate scope from easily accessible materials. TBHP was employed in this conversion not only as the oxidant but also as the source of "O" for the carbonyl group in the products.
首次报道了基于苯乙烯、芳胺和叔丁基过氧化氢(TBHP)的[2+1+1]自由基串联环加成反应,实现了多取代 1,2-噁唑烷的区域选择性合成。这种简单直接的方法可以从易得的原料出发,广泛适用于合成 1,2-噁唑烷。在这个转化中,TBHP 不仅用作氧化剂,还用作产物中羰基“O”的来源。