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三乙胺促进的邻亚甲基苯醌与β-羰基硫代酰胺的[4+2]环加成反应构建功能化4H-色烯衍生物

本站小编 Free考研考试/2022-02-14

摘要/Abstract



建立了一种通过NEt3促进的β-羰基硫代酰胺(KTAs)和邻亚甲基苯醌(o-QMs)环合来合成高度取代的4H-色烯衍生物的新方法. 该方法涉及一个串联序列, 该序列包括1,6-共轭加成/O-环化/开环/O-环化. 该过程表现出良好的官能团耐受性及可扩展性, 且操作简单.
关键词: 邻亚甲基苯醌, β-羰基硫代酰胺, 4H-色烯衍生物, [4+2]环加成
A novel and efficient method for the synthesis of highly substituted 4H-chromene derivatives by NEt3-promoted annulation of β-ketothioamides (KTAs) and ortho-quinone methides (o-QMs) has been developed. This protocol involves a tandem sequence including 1,6-conjugate addition/O-cyclization/ring-opening/O-cyclization. This process exhibits good functional group tolerance, operationally-simple conditions and scalability.
Key words: ortho-quinone methide (o-QMs), β-ketothioamide, 4H-chromene derivative, [4+2] cycloaddition


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