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Copper-catalyzed three-component synthesis of benzothiazolethiones from o-iodoanilines, isocyanide, and potassium sulfide.

Copper-catalyzed three-component synthesis of benzothiazolethiones from o-iodoanilines, isocyanide, and potassium sulfide.

Organic letters (2014-12-17)

Pan Dang, Weilan Zeng, Yun Liang

ABSTRACT

An efficient copper catalyzed strategy for the synthesis of a variety of benzothiazolethione derivatives has been developed. In the presence of CuCl, the three-component reaction of o-iodoanilines and K2S with p-toluenesulfonylmethyl isocyanide proceeded smoothly to obtain the corresponding benzothiazolethiones in good to excellent isolated yields. Notably, isocyanide functioned as a carbon source and K2S functioned as a sulfur source in this reaction.

MATERIALS

Product Number

Brand

Product Description

Sigma-Aldrich

Copper, beads, 2-8 mm, ≥99.99% trace metals basis

Continuous cast copper (O), BCR^®, certified reference material, rod

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Copper, wire reel, 100m, diameter 1.0mm, annealed, 99.9%

Copper, wire reel, 10m, diameter 1.0mm, annealed, 99.9%

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Copper, wire reel, 2000m, diameter 0.05mm, annealed, 99.9%

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Copper, wire reel, 250m, diameter 0.04mm, annealed, 99.9%