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  • A novel straightforward synthesis of 2,4-disubstituted-1,3,5-triazines via aerobic copper-catalyzed cyclization of amidines with DMF.

A novel straightforward synthesis of 2,4-disubstituted-1,3,5-triazines via aerobic copper-catalyzed cyclization of amidines with DMF.

Organic letters (2014-06-17)
Xiaowen Xu, Min Zhang, Huanfeng Jiang, Jia Zheng, Yiqun Li
ABSTRACT

A novel straightforward synthesis of both symmetrical and unsymmetrical 2,4-disubstituted-1,3,5-triazines via aerobic copper-catalyzed cyclization of amidines with DMF as a one-carbon synthon has been developed. The presented method allows synthesizing the products that are currently inaccessible or challenging to prepare with the advantages of operational simplicity, broad substrate scope, and no need for prefunctionalized reagents, making it a highly practical approach to access various 2,4-disubstituted-1,3,5-triazines.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Copper, foil, thickness 0.025 mm, 99.98% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 1.0 mm, ≥99.9%
Sigma-Aldrich
Copper, wire, diam. 0.25 mm, 99.999% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 0.64 mm, 99.995% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 2.0 mm, 99.999% trace metals basis
Copper, tube, 500mm, outside diameter 4.0mm, inside diameter 3.2mm, wall thickness 0.4mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 5m coil, thickness 0.010mm, hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.1mm, coil width 100mm, hard, 99.95+%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.25mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 15mm disks, thickness 0.5mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 25mm disks, thickness 0.25mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 50mm disks, 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, 1m coil, thickness 0.010mm, coil width 25mm, hard, 99.95+%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.5mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.125mm, hard, 99.95+%
Copper, wire reel, 500m, diameter 0.15mm, annealed, silver plated, 99.9%
Copper, wire reel, 50m, diameter 0.25mm, as drawn, 99.99+%
Copper, wire reel, 20m, diameter 0.5mm, annealed, silver plated, 99.9%
Copper, tube, 200mm, outside diameter 5.0mm, inside diameter 4mm, wall thickness 0.5mm, as drawn, 99.9%
Copper, tube, 500mm, outside diameter 1.75mm, inside diameter 0.33mm, wall thickness 0.71mm, as drawn, 99.9%
Copper, tube, 200mm, outside diameter 12.7mm, inside diameter 10.26mm, wall thickness 1.22mm, as drawn, 99.9%
Copper, tube, 200mm, outside diameter 0.95mm, inside diameter 0.29mm, wall thickness 0.33mm, as drawn, 99.9%
Copper, tube, 200mm, outside diameter 3.0mm, inside diameter 1.2mm, wall thickness 0.9mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 10m coil, thickness 0.1mm, hard, 99.95+%
Copper - O.F.H.C., foil, 15mm disks, thickness 0.125mm, hard, 99.95+%
Copper, tube, 500mm, outside diameter 1.0mm, inside diameter 0.24mm, wall thickness 0.38mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 10m coil, thickness 0.125mm, hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.075mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 25mm disks, thickness 0.025mm, hard, 99.95+%