Pure Appl. Chem., 2008, Vol. 80, No. 4, pp. 707-715
doi:10.1351/pac200880040707
General and practical synthesis of benzothiazoles*
Toshiaki Mase and Takahiro Itoh
Process Research, Preclinical Development, Banyu Pharmaceutical Co., Ltd. Okubo 3, Tsukuba, Ibaraki 300-2611, Japan
Abstract:
The carbon-sulfur bond formation of aryl bromides and triflates catalyzed by a new catalyst system, Pd2(dba)3/xantphos, has been demonstrated. Based on this finding, a novel and practical synthesis of benzothiazoles has been developed. This new methodology allows for the assembly of a wide range of benzothiazoles.
Keywords: aryl bromides; aryl triflates; benzothiazole; palladium-catalyzed coupling; thiol surrogates; xantphos.
*Paper based on a presentation at the 21st International Congress for Heterocyclic Chemistry (ICHC 21), 15-20 July 2007, Sydney, Australia. Other presentations are published in this issue, pp. 669-805.