Visible-Light-Induced Highly Site-Selective Direct C–H Phosphorylation of Pyrrolo[2,3-<i>d</i>]pyrimidine Derivatives with H-Phosphine Oxides
Zhuo Zhang, Mingrui Liu, Min Liu, Chenhong Pan, Zhengtong Mao, Xingxian Zhang
Abstract
An efficient and highly regioselective C6-phosphorylation protocol for pyrrolo[2,3- d ]pyrimidine (7-DAP) derivatives with various H-phosphine oxides induced by visible light at room temperature is described for the first time. This protocol has been successfully achieved by the combination of Na 2 -eosin Y as a photocatalyst and LPO as an oxidant under transition metal- and additive-free conditions. The broad substrate scope, good functional group tolerance, excellent regioselectivity, and air tolerant conditions make this process favorable for the functional modification of pyrrolo[2,3- d ]pyrimidine scaffold and enrich the phosphorylated 7-DAP compounds for further biological evaluation.