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Scope of direct arylation of fluorinated aromatics with aryl sulfonates†
Joyce Wei Wei Chang,Eugene Yurong Chia,Jayasree Seayad
Organic & Biomolecular Chemistry Pub Date : 01/17/2012 00:00:00 , DOI:10.1039/C2OB06840K
Abstract

The scope and limitations of direct arylation of fluorinated aromatics with aryl sulfonates was examined. Pd(OAc)2, in the presence of MePhos and KOAc in THF, efficiently catalyzed the direct arylation of fluoro aromatics with aryl triflates under ambient conditions. Sterically hindered triflates and heteroaryl triflates gave good to excellent yields of the cross coupled products using a modified catalyst system which involves Pd(OAc)2RuPhos at 100 °C. The direct arylation of electron deficient arenes with aryl mesylates is also established using Pd(OAc)2–SPhos as the catalyst in toluenetBuOH at 120 °C.

Graphical abstract: Scope of direct arylation of fluorinated aromatics with aryl sulfonates
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