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Convenient Synthesis of Benzofuro[3,2-b]quinolines from 1-Azadienes and Arynes
Synthesis ( IF 2.2 ) Pub Date : 2021-07-14 , DOI: 10.1055/a-1550-3451 Shi-Kai Tian , Qi Wang , Yan Wang
Synthesis ( IF 2.2 ) Pub Date : 2021-07-14 , DOI: 10.1055/a-1550-3451 Shi-Kai Tian , Qi Wang , Yan Wang
An efficient method has been developed for the synthesis of benzofuro[3,2-b]quinolines through tandem [4+2] cycloaddition/ aromatization under transition-metal-free conditions. A range of aurone-derived N-tosyl-1-azadienes smoothly reacted with arynes, generated in situ via fluoride ion-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates, delivering structurally diverse benzofuro[3,2-b]quinolines in moderate to good yields.
中文翻译:
1-氮杂二烯和芳炔合成苯并呋喃[3,2-b]喹啉
已开发出一种在无过渡金属条件下通过串联 [4+2] 环加成/芳构化合成苯并呋喃 [3,2-b] 喹啉的有效方法。一系列金酮衍生的 N-tosyl-1-azadienes 与芳烃顺利反应,通过氟离子诱导的 1,2-消除 2-(三甲基甲硅烷基)芳基三氟甲磺酸酯原位生成,提供结构多样化的苯并呋喃 [3,2-b ]喹啉的产量适中。
更新日期:2021-08-17
中文翻译:
1-氮杂二烯和芳炔合成苯并呋喃[3,2-b]喹啉
已开发出一种在无过渡金属条件下通过串联 [4+2] 环加成/芳构化合成苯并呋喃 [3,2-b] 喹啉的有效方法。一系列金酮衍生的 N-tosyl-1-azadienes 与芳烃顺利反应,通过氟离子诱导的 1,2-消除 2-(三甲基甲硅烷基)芳基三氟甲磺酸酯原位生成,提供结构多样化的苯并呋喃 [3,2-b ]喹啉的产量适中。