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Selective Friedel–Crafts Acylation Reactions of 2-Arylphenoxyacetic Acids: A Simple and Efficient Methodology to Synthesize Dibenzoxepine and Arylcoumaranone Derivatives

Journal 2015 · IF 2.689 · 47(19): 3049-3060 · 发表于 2015 年 6 月 19 日
作者: Jialin Wang,Jiaqi Liu,Hao Lan,Wenyi Chu,Zhizhong Sun
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摘要

Intramolecular Friedel–Crafts acylation reactions of 2-arylphenoxyacetic acids are accomplished using trifluoroacetic anhydride or trifluoromethanesulfonic acid at 0 °C or room temperature. Depending on the reaction conditions, dibenzoxepines or arylcoumaranones are obtained in good yields and with high selectivities (83–100%). Plausible mechanistic pathways for the selective formation of the different reaction products are discussed.

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