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You are using Science Of Synthesis as a Guest. Please login or sign up for a free trial to access the full content. Variation 4: With Thioamides

DOI: 10.1055/sos-SD-011-01009

Ulrich, H.Science of Synthesis, (200211858.

2-Iodoaniline derivatives, such as 86, react with thiocarboxylic acid amides in the presence of palladium(0) catalysts to give 2-alkylbenzothiazoles 87 in excellent yields.[‌133‌] For example, 2-methylbenzothiazole (87, R1=X=H) is obtained in 99% yield (Scheme 34). Thiobenzoic acid amides cannot be used in this reaction, but with benzoylsulfanylcopper the cyclization is accomplished (see Section

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8-Meeeee-8-eeeeeeeeeeeeeeeeeee (88, M8=M; M=Me):[‌888‌]

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