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新型芝麻酚并吡喃螺环氧化吲哚拼接衍生物的合成 被引量:2

Synthesis of Novel Spiro-Fused Pyranyl Benzo[d][1,3] dioxol Oxindoles
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摘要 以二氯甲烷为溶剂,1,4-二氮杂二环[2.2.2]辛烷为催化剂,取代靛红,芝麻酚和丙二腈经三组分Michael-环化反应合成了16个新型的芝麻酚并吡喃螺环氧化吲哚拼接衍生物——6-胺基-5'-取代基-1'-取代基-2'-氧-7'-取代基螺环[1,3]-二氧亚甲基-[4,5-并]-苯并吡喃-8,3'-吲哚基]-7-腈,产率85%~96%,其结构经1H NMR,13C NMR和HR-ESI-MS表征。讨论了底物上的取代基对反应速度和产率的影响。 Sixteen novel spiro-fused pyranyl benzo [ d] [ 1,3 ] dioxol oxindole derivatives, 6-amino-1 '- substituting group-2'-oxospiro { [ 1,3 ] dioxolo [ 4,5-g ] chromene-8,3 '-indoline } -7-carbonitrile, were synthesized in yield of 85% - 96% by tandem Michael-cyclization reaction of sesamol, malononitrile and substituted isatins, using methylene chloride as the solvent, 1,4-diazabicyclo [ 2.2. :2 ] octane as the catalyst, at room temperature. The structures were characterized by 1H NMR, 13C NMR and HRESI-MS. Relationship of reaction speed, yields and substituent groups in reactions were investigated.
出处 《合成化学》 CAS CSCD 2015年第7期599-602,共4页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金青年基金资助项目(21302024) 教育部"新世纪人才支持计划"项目[教技函(2011)95号] 贵州省中药现代化科技产业研究开发专项项目{黔科合ZY字[2013]3010} 贵州民族药物中新颖活性组分的结构测定及NMR谱仪的应用研发项目(2011YQ12003506) 贵州省药食同源植物资源研究开发中心项目{[2014(4003)]黔科合字}
关键词 靛红 芝麻酚 丙二腈 Michael-环化反应 氧化吲哚 合成 Isatin sesamol malononitrile Michael-cyclization reaction oxindole synthesis
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参考文献10

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二级参考文献9

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