Tandem Access to Acridones and their Fused Derivatives: [1+2+3] Annulation of Isocyanides with Unsaturated Carbonyls,Advanced Synthesis & Catalysis

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Tandem Access to Acridones and their Fused Derivatives: [1+2+3] Annulation of Isocyanides with Unsaturated Carbonyls
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-01-10 , DOI: 10.1002/adsc.201901560
Ling‐Juan Zhang ₁ , Wenhui Yang ₁ , Zhongyan Hu ₂ , Xian‐Ming Zhang ₁ , Xianxiu Xu ₂

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A wide range of acridones and their cyclo[b ]‐fused derivatives are efficiently constructed by a double annulation of o ‐enoyl arylisocyanides with α , β ‐unsaturated carbonyls under simple metal‐free condition. This protocol is general, efficient and practical, featuring the successive formation of two rings by a one‐pot domino transformation. A tandem process involing an isocyanide‐based [1+4] cycloaddition, an aminofuran‐based intramolecular [4+2] cycloaddition, ring opening and aromatization is proposed for the transformation.

中文翻译：

串联获取Ac啶酮及其熔融衍生物：[1 + 2 + 3]异氰酸酯与不饱和羰基的环化

在简单的无金属条件下，通过邻烯基芳基异氰酸酯与α，β-不饱和羰基的双环化，可以有效地构建各种各样的a烯及其环[ b ]稠合衍生物。该协议是通用，高效和实用的，其特点是通过一锅多米诺骨牌变换连续形成两个环。提出了将异氰酸酯基[1 + 4]环加成，氨基呋喃基分子内[4 + 2]环加成，开环和芳构化等串联过程。

更新日期：2020-01-10

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