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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, 99.99% trace metals basis
Copper, rod, 100mm, diameter 12.7mm, as drawn, 99.99+%
Copper, rod, 50mm, diameter 5.0mm, as drawn, 99.999%
USP
Residual Solvent Class 2 - N,N-Dimethylformamide, United States Pharmacopeia (USP) Reference Standard
Copper, wire reel, 1000m, diameter 0.1mm, annealed, 99.9%
Sigma-Aldrich
Copper, nanopowder, 40-60 nm particle size (SAXS), ≥99.5% trace metals basis
Copper, tube, 500mm, outside diameter 3.5mm, inside diameter 1.56mm, wall thickness 0.97mm, as drawn, 99.9%
Copper, tube, 100mm, outside diameter 4.0mm, inside diameter 3.2mm, wall thickness 0.4mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 200x200mm, thickness, 0.5mm, half hard, flattened, polished on both sides, 99.95+%
Sigma-Aldrich
Copper, nanopowder, 60-80 nm particle size (SAXS), ≥99.5% trace metals basis
Copper, wire reel, 2m, diameter 0.25mm, as drawn, 99.99+%
Copper, wire reel, 1000m, diameter 0.25mm, annealed, 99.9%
Copper, wire reel, 100m, diameter 0.125mm, annealed, 99.9%
Copper, wire reel, 25m, diameter 1.0mm, annealed, 99.9%
Copper, wire reel, 50m, diameter 0.125mm, annealed, 99.9%
Copper, wire reel, 10m, diameter 0.01mm, hard, 99.99%
Copper, wire reel, 50m, diameter 1.0mm, annealed, 99.9%
Copper, wire reel, 10m, diameter 0.025mm, as drawn, 99.99+%
Copper, wire reel, 1m, diameter 0.125mm, as drawn, 99.99+%
Copper, wire reel, 100m, diameter 0.25mm, annealed, 99.9%
Copper, wire reel, 5m, diameter 0.02mm, hard, 99.99+%
Copper, wire reel, 1m, diameter 0.25mm, as drawn, 99.99+%
Copper, wire reel, 100m, diameter 0.5mm, annealed, 99.9%
Copper, wire reel, 25m, diameter 0.5mm, as drawn, 99.98+%
Copper, wire reel, 2000m, diameter 0.125mm, annealed, 99.9%
Copper, wire reel, 50m, diameter 0.04mm, hard, 99.9%
Copper, mesh, 30x30mm, nominal aperture 0.2mm, thickness 0.004mm, wire diameter 0.0125mm, 118 wires/inch, open area 88%, electro-formed mesh
Copper, rod, 100mm, diameter 4.8mm, as drawn, 99.99+%
Copper, wire reel, 5m, diameter 0.125mm, as drawn, 99.99+%
Copper, wire reel, 50m, diameter 0.05mm, as drawn, 99.99+%