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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, powder, <75 μm, 99%
Copper - O.F.H.C., foil, not light tested, 200x200mm, thickness 0.006mm, hard, 99.95+%
Copper - O.F.H.C., rod, 500mm, diameter 9.5mm, as drawn, 99.95+%
Copper, wire reel, 50m, diameter 0.5mm, annealed, 99.9%
Copper - O.F.H.C., foil, 6mm disks, thickness 1.0mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 1m coil, thickness 0.1mm, hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.20mm, hard, 99.95+%
Copper, wire reel, 200m, diameter 0.15mm, annealed, silver plated, 99.9%
Copper, wire reel, 1000m, diameter 0.125mm, annealed, 99.9%
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, wire reel, 10m, diameter 1.0mm, annealed, 99.9%
Copper - O.F.H.C., wire reel, 20m, diameter 0.80mm, as drawn, 99.95+%
Copper - O.F.H.C., rod, 1000mm, diameter 3.15mm, as drawn, 99.95+%
Copper - O.F.H.C., tube, 1000mm, outside diameter 1.23mm, inside diameter 0.51mm, wall thickness 0.36mm, 99.95+%
Copper - O.F.H.C., foil, 100x100mm, thickness 2.0mm, half hard, 99.95+%
Copper, wire reel, 100m, diameter 0.1mm, annealed, 99.9%
Copper - O.F.H.C., rod, 100mm, diameter 16mm, as drawn, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.05mm, hard, 99.95+%
Copper - O.F.H.C., foil, 5m coil, thickness 0.1mm, half hard, 99.95+%
Copper - O.F.H.C., foil, light tested, 25x25mm, thickness 0.075mm, half hard, 99.95+%
Copper, wire reel, 5m, diameter 1.0mm, as drawn, 99.98+%
Copper, wire reel, 500m, diameter 0.25mm, annealed, 99.9%
Copper - O.F.H.C., foil, 8mm disks, thickness 0.25mm, half hard, 99.95+%
Copper - O.F.H.C., rod, 200mm, diameter 9.5mm, as drawn, 99.95+%
Copper, wire reel, 0.5m, diameter 0.125mm, as drawn, 99.99+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.05mm, hard, 99.95+%
Copper, wire reel, 2000m, diameter 0.05mm, annealed, 99.9%
Copper - O.F.H.C., tube, 200mm, outside diameter 3.2mm, inside diameter 2.4mm, wall thickness 0.4mm, 99.95+%
Copper - O.F.H.C., wire reel, 50m, diameter 0.5mm, as drawn, 99.95+%