Study On Synthesis Of Benzopyrone

Benzopyrones are an important class of organic heterocyclic compounds which have attracted much attention because of their attractive bioactivities. In this dissertation, we respectively synthesized benzo-a-pyrones and benzo-y-pyrones from 3-(2-hydroxyphenyl)propiolates and the results are listed as below:1. We developed a reaction between 3-(2-hydroxyphenyl)propiolate and iodine in toluene, which afforded 3,4-diiodobenzo-a-pyrone in high yield. Moreover, the skeleton of benzo-y-pyrone was constructed from 3-(2-hydroxyphenyl)propiolate and DMF in the presence of iodine.2. We developed a novel synthetic method leading to the formation of 2,3-substituted-2H-chromen-4-ol from 3-(2-hydroxyphenyl)propiolate and aldehyde in the presence of trifluoroborane etherate. One of products was further oxidized by DDQ and a benzo-y-pyran ketone was constructed.