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meta-C–H arylation of fluoroarenes via traceless directing group relay strategy†
Chemical Science ( IF 8.4 ) Pub Date : 2018-07-25 00:00:00 , DOI: 10.1039/c8sc02417k
Marc Font 1, 2, 3, 4 , Andrew R. A. Spencer 1, 2, 3, 4 , Igor Larrosa 1, 2, 3, 4
Affiliation  

While several methods for the ortho selective arylation of fluoroarenes, meta-functionalisation has never been achieved. We report a new methodology, based on the traceless directing group relay concept, leading to the first meta-selective (hetero)arylation of fluoroarenes. In this strategy, CO2 is introduced as a transient directing group, to control a Pd-catalysed arylation meta to the fluoro functionality, prior to its release in a sequential, one-pot fashion. This method has shown compatibility with a number of functional groups and substitution patterns in both the fluoroarene core and aryl iodide coupling partners, and proceeds with complete meta-selectivity and mono vs. bis-arylation selectivity.

中文翻译:

氟代芳烃的-C–H芳基化通过无痕指导基团中继策略

虽然几种方法fluoroarenes的选择性芳基化,-functionalisation从未实现。我们报告了一种基于无痕指导组中继概念的新方法,该方法导致了氟代芳烃的首次选择性(杂)芳基化。在这种策略中,CO 2被引入作为瞬时定向取代基,以控制的Pd催化的芳基化的元到氟的功能,其以连续的释放,一锅煮的方式之前。该方法已显示出与氟代芳烃核和碘代芳基偶合伙伴中的许多官能团和取代模式的相容性,并以完全的间位选择性和单键进行。对比双芳基化选择性。
更新日期:2018-07-25
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