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Rapid Formation of Fluoren‐9‐ones via Palladium‐Catalyzed External Carbon Monoxide‐Free Carbonylation
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-03-30 , DOI: 10.1002/adsc.201800155
Hideyuki Konishi 1 , Suguru Futamata 1 , Xi Wang 1 , Kei Manabe 1
Affiliation  

A Pd‐catalyzed carbonylation reaction for the synthesis of fluoren‐9‐ones from 2‐halogenated biphenyls using phenyl formate as a carbon monoxide surrogate was achieved. The combined use of cesium carbonate and o‐anisic acid resulted in a remarkable rate enhancement, where the reaction was complete within 3 min in some cases. Mechanistic studies indicated that the turnover‐limiting step of the reaction was the C−H bond‐cleaving step or the oxidative addition step, depending on the substrate used.

中文翻译:

通过钯催化的不含一氧化碳的羰基化快速形成9-9氟

在甲酸苯酯作为一氧化碳替代物的条件下,实现了钯催化的羰基化反应,由2-卤代联苯合成氟-9-酮。碳酸铯和茴香酸的组合使用可显着提高速率,在某些情况下,反应可在3分钟内完成。机理研究表明,取决于所用的底物,反应的周转限制步骤是CH键裂解步骤或氧化加成步骤。
更新日期:2018-03-30
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