A simple, base-free preparation of S-aryl thioacetates as surrogates for aryl thiols

A van den Hoogenband, JHM Lange, RPJ Bronger…

Index: Van Den Hoogenband, Adri; Lange, Jos H. M.; Bronger, Raymond P. J.; Stoit, Axel R.; Terpstra, Jan Willem Tetrahedron Letters, 2010 , vol. 51, # 52 p. 6877 - 6881

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Citation Number: 12

Abstract

A mild method for the preparation of S-aryl thioacetates by hetero cross-coupling reactions of aryl bromides or aryl triflates with potassium thioacetate is described. The reaction proceeded smoothly in toluene at 110° C, mediated by catalytic Pd2 (dba) 3 in combination with CyPF-tBu as the ligand. Neither the presence of a base nor microwave conditions were required. The formed S-aryl thioacetate proved to be stable under flash chromatographic ...