本計畫主要研究2-溴芳香基烯晴化合物藉由三丁基錫烷在AIBN催化下,形成芳香基自由基,在氰基位置進行分子內加成反應之後,再與雙烯進行一次環合反應並進一部氧化得到一系列之雜環化合物。 This Thesis describes the regiochemistry Intramolecular cyclization of 2-(bromophenylthio)-2,4-alkadienenitriles 3, 5 and 2-(2-bromophenoxy)-2,4-alkadienenitriles 4, 6, which treatment with Bu3SnH reduced to generate an aryl free radical and underwent cyclization at the cyano group to give iminoradical. The iminoradical had the potential to undergo electrocyclization and subsequent oxidative aromation to afford heterocyclic compounds (Such as 5H-benzo[4,5]thiolo[3,2-b]azines, 5H-benzo[4,5]oxolo[3,2-b] azines).