Transition-metal-free synthesis of 4-aminoisoquinolin-1(2H)-ones via a tandem reactionof arynes and oxazoles
作者机构:Key Laboratory for Green Processing of Chemical Engineering of Xinjiang BingtuanSchool of Chemistry and Chemical EngineeringShihezi UniversityXinjiang Uygur Autonomous Region 832000People’s Republic of China Analysis and Testing Center of Shihezi UniversityXinjiang Uygur Autonomous Region832000China
出 版 物:《Organic Chemistry Frontiers》 (有机化学前沿(英文))
年 卷 期:2022年第9卷第6期
页 面:1550-1555页
核心收录:
学科分类:07[理学] 070303[理学-有机化学] 0703[理学-化学]
基 金:supported by the National Natural Science Foundation of China(No.22161039) the Excellent Young Teachers Plan of Bingtuan(2017CB001 and CZ027203,CZ002203) the International Cooperation Project of Shihezi University(No.GJHZ201801).
主 题:synthesis Transition
摘 要:A facile and transition-metal-free method for the synthesis of 4-amino isoquinolin-1(2H)-ones has beendeveloped. Arynes react with 4,5-disubstituted oxazoles through a tandem Diels–Alder reaction/dehydrogenation–aromatization/tautamerization process to produce 4-amino isoquinolin-1(2H)-ones in moderate to excellent yields. The reaction can be easily scaled up and the product can be transformed to isoquinoline derivatives efficiently.