Construction of Diverse Spiro-indoline-carbazoles via Three-component Reaction
作者单位：扬州大学 College of Chemistry and Chemical EngineeringYangzhou University
会议名称：《中国化学会·第十六届全国有机合成化学学术研讨会》
会议日期：2019年
学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
关 键 词：tetrahydrocarbazole spirooxindole Levy reaction Diels-Alder reaction three-component reaction
摘 要：The tetrahydrocarbazole architecture is a privileged heterocyclic ring *** not only widely exists in various naturally occurring alkaloids and pharmacologically active compounds,but also is featured in a large family of synthetic analogues exhibiting a wide spectrum of important bio ***,many elegant methods for the preparation of various tetrahydrocarb azole derivatives have been developed in the past *** the many efficient synthetic methodologies for tetrahydrocarbazoles,the [4+2] reaction of 3-vinylindolines with diverse dienophiles has proven to be the most attractive strategy for the synthesis of many carbazole *** three-component Levy reaction of indole-2-acetate,aldehyde and dienophiles involved the in situ generation of active 3-methyleneindolines and sequential Diels-Alder reaction for synthesis of versatile tetrahydrocarbazoles. By employing3-methyleneoxindoles,2-arylidene-1,3-indanediones and isatylidene malononitrile as active dienophiles,we found that CuSO promoted three-component reaction in toluene at 130℃ afforded diverse spiro-indoline-carbazole derivatives in ggood yields with high *** relative configuration of the obtained spiro compounds were clearly elucidated by determination of a couple of single crystal structures.