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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(I) chloride, JIS special grade, ≥95.0%
Sigma-Aldrich
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Sigma-Aldrich
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Copper, wire reel, 1000m, diameter 0.04mm, hard, 99.9%
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Copper, tube, 200mm, outside diameter 2.0mm, inside diameter 1.6mm, wall thickness 0.2mm, as drawn, 99.9%
Copper, wire reel, 1000m, diameter 0.05mm, annealed, 99.9%
Copper - O.F.H.C., foil, 5m coil, thickness 0.1mm, half hard, 99.95+%
Copper, tube, 500mm, outside diameter 2.5mm, inside diameter 1.9mm, wall thickness 0.3mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 2m coil, thickness 0.05mm, hard, 99.95+%
Copper - O.F.H.C., foil, 50m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 300x300mm, thickness, 0.5mm, half hard, flattened, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.025mm, hard, 99.95+%
Copper, tube, 500mm, outside diameter 0.65mm, inside diameter 0.21mm, wall thickness 0.22mm, as drawn, 99.9%