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

72438

Supelco

N,N-Dimethylformamide, analytical standard

266744

Sigma-Aldrich

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

254177

Sigma-Aldrich

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

207780

Sigma-Aldrich

Copper, powder, <75 μm, 99%

349208

Sigma-Aldrich

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349216

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Copper, wire, diam. 1.0 mm, ≥99.9%

349151

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349224

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326410

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326429

Sigma-Aldrich

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

D4551

Sigma-Aldrich

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

1601500

USP

Residual Solvent Class 2 - N,N-Dimethylformamide, United States Pharmacopeia (USP) Reference Standard

326488

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

BCR058

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

61139

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12816

Sigma-Aldrich

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GF23864463

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GF93436926

Copper, tube, 1000mm, outside diameter 0.95mm, inside diameter 0.29mm, wall thickness 0.33mm, as drawn, 99.9%

GF69447280

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

GF53960283

Copper - O.F.H.C., foil, 150x150mm, thickness 0.25mm, annealed, 99.95+%

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