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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
N,N-Dimethylformamide, ReagentPlus®, ≥99%
Sigma-Aldrich
N,N-Dimethylformamide, ACS reagent, ≥99.8%
Copper, wire reel, 1000m, diameter 0.04mm, hard, 99.9%
Copper - O.F.H.C., foil, 5m coil, thickness 0.1mm, coil width 100mm, hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.125mm, hard, 99.95+%
Copper - O.F.H.C., foil, 6mm disks, thickness 0.075mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.20mm, hard, 99.95+%
Copper - O.F.H.C., foil, 5m coil, thickness 0.075mm, half hard, 99.95+%
Copper, wire reel, 1000m, diameter 0.05mm, annealed, 99.9%
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, wire reel, 1000m, diameter 0.075mm, annealed, 99.9%
Copper, wire reel, 100m, diameter 1.0mm, as drawn, 99.98+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.025mm, hard, 99.95+%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.05mm, hard, 99.95+%
Copper, wire reel, 0.2m, diameter 0.1mm, aluminum cladding, outside diameter 0.25mm, 99.9%
Copper - O.F.H.C., foil, 2m coil, thickness 0.05mm, annealed, 99.95+%
Copper, tube, 500mm, outside diameter 4.0mm, inside diameter 3.2mm, wall thickness 0.4mm, as drawn, 99.9%
Copper, tube, 500mm, outside diameter 3.0mm, inside diameter 1.2mm, wall thickness 0.9mm, as drawn, 99.9%
Copper, wire reel, 1000m, diameter 0.125mm, annealed, 99.9%
Copper - O.F.H.C., foil, 5m coil, thickness 0.1mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.5mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 5m coil, thickness 0.1mm, hard, 99.95+%
Copper, wire reel, 10m, diameter 1.0mm, annealed, 99.9%
Copper, wire reel, 0.5m, diameter 0.125mm, as drawn, 99.99+%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.25mm, half hard, 99.95+%
Copper, tube, 500mm, outside diameter 5.0mm, inside diameter 4mm, wall thickness 0.5mm, as drawn, 99.9%
Copper, wire reel, 100m, diameter 0.05mm, annealed, 99.9%
Copper, wire reel, 200m, diameter 0.5mm, annealed, silver plated, 99.9%
Copper, wire reel, 2000m, diameter 0.075mm, annealed, 99.9%