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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
Copper, foil, thickness 0.025 mm, 99.98% trace metals basis
Sigma-Aldrich
Copper(I) chloride, AnhydroBeads, ≥99.99% trace metals basis
Copper, tube, 200mm, outside diameter 0.95mm, inside diameter 0.29mm, wall thickness 0.33mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 6mm disks, thickness 0.125mm, hard, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.006mm, hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.05mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 10mm disks, thickness 1.0mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.125mm, hard, 99.95+%
Copper - O.F.H.C., foil, 5m coil, thickness 0.1mm, hard, 99.95+%
Copper - O.F.H.C., foil, 5m coil, thickness 0.010mm, hard, 99.95+%
Copper, tube, 100mm, outside diameter 3.5mm, inside diameter 1.56mm, wall thickness 0.97mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 1m coil, thickness 0.1mm, half hard, 99.95+%
Copper, wire reel, 1000m, diameter 0.05mm, annealed, 99.9%
Copper - O.F.H.C., foil, 15mm disks, thickness 0.25mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 10mm disks, thickness 0.05mm, hard, 99.95+%
Copper, wire reel, 100m, diameter 0.5mm, as drawn, 99.98+%
Copper, tube, 500mm, outside diameter 0.75mm, inside diameter 0.23mm, wall thickness 0.26mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 20m coil, thickness 0.010mm, coil width 25mm, hard, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.010mm, hard, 99.95+%
Copper, wire reel, 250m, diameter 0.04mm, annealed, 99.9%
Copper - O.F.H.C., foil, 1m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.1mm, hard, 99.95+%
Copper, tube, 200mm, outside diameter 3.0mm, inside diameter 1.2mm, wall thickness 0.9mm, as drawn, 99.9%
Copper, wire reel, 500m, diameter 0.1mm, annealed, 99.9%
Copper - O.F.H.C., foil, 20m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.025mm, hard, 99.95+%
Copper, wire reel, 250m, diameter 0.04mm, hard, 99.9%
Copper, wire reel, 0.2m, diameter 0.1mm, aluminum cladding, outside diameter 0.25mm, 99.9%
Copper, wire reel, 2000m, diameter 0.04mm, hard, 99.9%