【摘 要】
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Organopromoted dehalogenative couplings between haloarenes and arenes are an important and active area in the synthetic chemistry.1 Continuous attention has been mainly focused on exploring new organi
【机 构】
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Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central
【出 处】
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中国化学会第十三届全国有机合成化学学术研讨会
论文部分内容阅读
Organopromoted dehalogenative couplings between haloarenes and arenes are an important and active area in the synthetic chemistry.1 Continuous attention has been mainly focused on exploring new organic additives and studying the reaction mechanism.2 Herein a new class of organic additives (indolin-2-ones) are uncovered,and a novel cascade reaction related to indolin-2-ones and 2-halobenzaldehydes was conceived,in which indolin-2-ones acted as both substrates and precursors of electron donors.In our hypothesis,deprotonation of indolin-2-ones would afford electron-rich enolates Ⅰ in the presence of base.Most of enolates could condense with 2-halobenzaldehydes to give intermediate Ⅱ,which would undergo base-promoted homolytic aromatic substitution with the assistance of electrons released from the rest of enolates,3,4 forging aryl-aryl bonds to deliver naphtho-fused oxindoles,which is the structurally analogues of naturally occurring alkaloids alkaloids such as aristolactams,sauristolactam,anhydrohapaloxindole A,prioline and cyclopiamides.
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