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

ABSTRAKT

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.

MATERIAŁY

Numer produktu

Marka

Opis produktu

1601500

USP

Rozpuszczalnik resztkowy klasy 2 - N,N-dimetyloformamid, United States Pharmacopeia (USP) Reference Standard

BCR017B

Copper (S, P), BCR^®, certified reference material, chips

IRMM522A

Copper, IRMM^®, certified reference material, 0.1 mm foil

IRMM522C

Copper, IRMM^®, certified reference material, 0.5 mm wire

311405

Sigma-Aldrich

Copper, ACS reagent, granular, 10-40 mesh, ≥99.90%

GF95621812

Copper - O.F.H.C., foil, 100x100mm, thickness 0.1mm, hard, 99.95+%

GF66556491

Copper, mesh, 100x100mm, nominal aperture 0.14mm, thickness 0.25mm, wire diameter 0.115mm, 100x100 wires/inch, open area 30.3%, plain weave mesh

GF63655780

Copper, wire reel, 1000m, diameter 0.25mm, annealed, 99.9%

GF53725563

Copper - O.F.H.C., rod, 1000mm, diameter 12.7mm, as drawn, 99.95+%

266086

Sigma-Aldrich

Copper, powder, <425 μm, 99.5% trace metals basis

GF07843181

Copper, rod, 100mm, diameter 2.0mm, as drawn, 99.99+%

GF71667366

Copper, wire reel, 1000m, diameter 0.04mm, annealed, 99.9%

GF76135631

Copper, rod, 50mm, diameter 5.0mm, as drawn, 99.999%

GF24040516

Copper - O.F.H.C., wire reel, 2m, diameter 2.0mm, hard, 99.95+%

GF02340997

Copper, wire reel, 25m, diameter 0.125mm, as drawn, 99.99+%

349178

Sigma-Aldrich

Copper, foil, thickness 0.25 mm, 99.98% trace metals basis

326453

Sigma-Aldrich

Copper, powder (spheroidal), 10-25 μm, 98%

203122

Sigma-Aldrich

Copper, powder, 99.99% trace metals basis

774111

Sigma-Aldrich

Copper, nanopowder, 40-60 nm particle size (SAXS), ≥99.5% trace metals basis

774103

Sigma-Aldrich

Copper, nanopowder, 60-80 nm particle size (APS), ≥99.5% trace metals basis

357456

Sigma-Aldrich

Copper, powder (dendritic), <45 μm, 99.7% trace metals basis

GF90247237

Copper - O.F.H.C., foil, 300x300mm, thickness 0.25mm, annealed, 99.95+%

GF50317691

Copper, wire reel, 50m, diameter 0.5mm, as drawn, 99.98+%

GF90153503

Copper, wire reel, 20m, diameter 0.25mm, annealed, 99.9%

GF52673250

Copper, tube, 200mm, outside diameter 1.75mm, inside diameter 0.33mm, wall thickness 0.71mm, as drawn, 99.9%

223409

Sigma-Aldrich

Copper, shot, −3-+14 mesh, 99%

BCR054R

Copper (O), BCR^®, certified reference material, rod

GF88633963

Copper - O.F.H.C., tube, 100mm, outside diameter 9.5mm, inside diameter 7.9mm, wall thickness 0.8mm, 99.95+%

GF35866761

Copper, tube, 200mm, outside diameter 10.4mm, inside diameter 10mm, wall thickness 0.2mm, as drawn, 99.9%

GF96156355

Copper, wire reel, 20m, diameter 0.05mm, as drawn, 99.99+%