Fernández-Rodríguez Manuel A, Hartwig John F
Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, Illinois 61801, USA.
J Org Chem. 2009 Feb 20;74(4):1663-72. doi: 10.1021/jo802594d.
The cross-coupling reaction of aryl bromides and iodides with aliphatic and aromatic thiols catalyzed by palladium complexes of the bisphosphine ligand CyPF-tBu (1) is reported. Reactions occur in excellent yields, broad scope, high tolerance of functional groups, and with turnover numbers that exceed those of previous catalysts by 2 or 3 orders of magnitude. These couplings of bromo- and iodoarenes are more efficient than the corresponding reactions of chloroarenes and could be conducted with less catalyst loading and/or milder reaction conditions. Consequently, limitations regarding scope and functional group tolerance previously reported in the coupling of aryl chlorides are now overcome.
报道了双膦配体CyPF-tBu（1）的钯配合物催化芳基溴化物和碘化物与脂肪族和芳香族硫醇的交叉偶联反应。反应产率优异、适用范围广、对官能团耐受性高，且周转数比以前的催化剂高出2或3个数量级。溴代芳烃和碘代芳烃的这些偶联反应比相应的氯代芳烃反应更有效，并且可以在较低的催化剂负载量和/或更温和的反应条件下进行。因此，先前报道的芳基氯化物偶联反应中关于适用范围和官能团耐受性的限制现在已被克服。
