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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

초록

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

제품 번호

브랜드

제품 설명

Sigma-Aldrich

Copper, wire, diam. 0.25 mm, 99.999% trace metals basis

Sigma-Aldrich

Copper, foil, thickness 0.5 mm, 99.98% 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

Sigma-Aldrich

Copper, powder, <75 μm, 99%

Sigma-Aldrich

Copper, foil, thickness 1.0 mm, 99.999% trace metals basis

Continuous cast copper (O), BCR^®, certified reference material, rod

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, foil, ≥99.8% (complexometric)

Sigma-Aldrich

Copper, beads, 2-8 mm, 99.9995% trace metals basis

Sigma-Aldrich

N,N-Dimethylformamide, for molecular biology, ≥99%

Copper, mesh, 100x100mm, nominal aperture 0.38mm, wire diameter 0.25mm, 40x40 wires/inch, open area 37%, plain weave mesh

Copper, wire reel, 5m, diameter 0.05mm, as drawn, 99.99+%

Copper - O.F.H.C., foil, 2m coil, thickness 0.05mm, annealed, 99.95+%

Copper, wire reel, 5m, diameter 0.25mm, as drawn, 99.99+%

Supelco

N,N-Dimethylformamide, analytical standard

Sigma-Aldrich

Copper, turnings, purum p.a., ≥99.0%

Copper, wire reel, 10m, diameter 0.02mm, annealed, 99.99%

Copper, wire reel, 10m, diameter 1.0mm, annealed, 99.9%

Copper, wire reel, 1000m, diameter 0.125mm, annealed, 99.9%

Copper, wire reel, 1m, diameter 0.01mm, hard, 99.99%

Copper, wire reel, 500m, diameter 0.05mm, annealed, 99.9%

Copper, wire reel, 5m, diameter 0.5mm, as drawn, 99.98+%

Copper, wire reel, 10m, diameter 0.5mm, 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, 25x25mm, thickness 0.25mm, annealed, 99.95+%

Copper, wire reel, 5m, diameter 0.5mm, annealed, 99.9%

Copper, mesh, 300x300mm, nominal aperture 0.38mm, wire diameter 0.25mm, 40x40 wires/inch, open area 37%, plain weave mesh

Copper, rod, 100mm, diameter 9.5mm, hard, 99.9%