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

266744

Sigma-Aldrich

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

207780

Sigma-Aldrich

Copper, powder, <75 μm, 99%

72438

Supelco

N,N-Dimethylformamide, analytical standard

BCR058

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

349151

Sigma-Aldrich

Copper, foil, thickness 0.5 mm, 99.98% trace metals basis

349224

Sigma-Aldrich

Copper, wire, diam. 2.0 mm, 99.999% trace metals basis

349216

Sigma-Aldrich

Copper, wire, diam. 1.0 mm, ≥99.9%

326429

Sigma-Aldrich

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

349208

Sigma-Aldrich

Copper, foil, thickness 0.025 mm, 99.98% trace metals basis

326488

Sigma-Aldrich

Copper, beads, 2-8 mm, ≥99.99% trace metals basis

12816

Sigma-Aldrich

Copper, foil, ≥99.8% (complexometric)

227056

Sigma-Aldrich

N,N-Dimethylformamide, anhydrous, 99.8%

254177

Sigma-Aldrich

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

326410

Sigma-Aldrich

Copper, wire, diam. 0.64 mm, 99.995% trace metals basis

61139

Sigma-Aldrich

Copper, turnings, purum p.a., ≥99.0%

D4551

Sigma-Aldrich

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

GF69447280

Copper, tube, 100mm, outside diameter 0.75mm, inside diameter 0.23mm, wall thickness 0.26mm, as drawn, 99.9%

GF94832208

Copper, tube, 1000mm, outside diameter 1.0mm, inside diameter 0.24mm, wall thickness 0.38mm, as drawn, 99.9%

GF16694006

Copper, rod, 50mm, diameter 6.35mm, as drawn, 99.999%

GF37804901

Copper, tube, 1000mm, outside diameter 1.2mm, inside diameter 0.56mm, wall thickness 0.32mm, as drawn, 99.9%

GF98886920

Copper, rod, 50mm, diameter 12.7mm, as drawn, 99.99+%

GF89142701

Copper, tube, 1000mm, outside diameter 5.0mm, inside diameter 4mm, wall thickness 0.5mm, as drawn, 99.9%

GF00529040

Copper, sphere, 100pcs, diameter 3.0mm, precision sphere grade 200

GF87182657

Copper, tube, 1000mm, outside diameter 6.0mm, inside diameter 4mm, wall thickness 1.0mm, as drawn, 99.9%

GF15993423

Copper - O.F.H.C., foil, 0.5m coil, thickness 0.1mm, coil width 100mm, hard, 99.95+%

GF35043702

Copper, insulated wire, 10m, conductor diameter 0.5mm, insulation thickness 0.025mm, polyimide insulation, 99.99%

GF73997386

Copper, microfoil, disks, 10mm, thinness 0.5μm, specific density 448μg/cm², permanent mylar 3.5μm support, 99.99+%

GF84488462

Copper, insulated wire, 5m, conductor diameter 0.5mm, insulation thickness 0.06mm, polyimide insulation

GF53876256

Copper, rod, 200mm, diameter 8.0mm, as drawn, 99.99+%

GF15111458

Copper, rod, 200mm, diameter 9.5mm, hard, 99.9%