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  • Conversion of pyridine to imidazo[1,2-a]pyridines by copper-catalyzed aerobic dehydrogenative cyclization with oxime esters.

Conversion of pyridine to imidazo[1,2-a]pyridines by copper-catalyzed aerobic dehydrogenative cyclization with oxime esters.

Organic letters (2013-11-23)
Huawen Huang, Xiaochen Ji, Xiaodong Tang, Min Zhang, Xianwei Li, Huanfeng Jiang
ABSTRACT

A rapid and environmentally friendly conversion of pyridine to imidazo[1,2-a]pyridines has been developed via copper-catalyzed aerobic dehydrogenative cyclization with ketone oxime esters.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Pyridine hydrochloride, purum, ≥98.0% (AT)
Sigma-Aldrich
Copper, foil, ≥99.8% (complexometric)
Sigma-Aldrich
Copper, turnings, purum p.a., ≥99.0%
Sigma-Aldrich
Copper, foil, thickness 0.025 mm, 99.98% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 0.25 mm, 99.999% trace metals basis
Continuous cast copper (O), BCR®, certified reference material, rod
Sigma-Aldrich
Pyridine hydrochloride, 98%
Sigma-Aldrich
Copper, powder, <75 μm, 99%
Sigma-Aldrich
Copper, beads, 2-8 mm, 99.9995% trace metals basis
Sigma-Aldrich
Copper, beads, 2-8 mm, ≥99.99% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 2.0 mm, 99.999% trace metals basis
Sigma-Aldrich
Copper, foil, thickness 0.5 mm, 99.98% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 1.0 mm, ≥99.9%
Supelco
Pyridine solution, certified reference material, 2000 μg/mL in methanol
Sigma-Aldrich
Copper, wire, diam. 0.64 mm, 99.995% trace metals basis
Sigma-Aldrich
Copper, foil, thickness 1.0 mm, 99.999% trace metals basis
Sigma-Aldrich
Imidazo[1,2-a]pyridine, 99%
Sigma-Aldrich
Copper, shot, −3-+14 mesh, 99%
Sigma-Aldrich
Copper, powder, 99.999% trace metals basis
Sigma-Aldrich
Copper, powder (dendritic), <45 μm, 99.7% trace metals basis
Sigma-Aldrich
Copper, powder (spheroidal), 10-25 μm, 98%
Sigma-Aldrich
Pyridine hydrobromide, 98%
Sigma-Aldrich
Copper, powder, <425 μm, 99.5% trace metals basis
Copper, IRMM®, certified reference material, 0.5 mm wire
Sigma-Aldrich
Copper, rod, diam. 3.1 mm, 99.999%
Sigma-Aldrich
Copper, foil, thickness 0.25 mm, 99.98% trace metals basis
Copper, IRMM®, certified reference material, 0.1 mm foil
Supelco
Pyridine, analytical standard
Copper (S, P), BCR®, certified reference material, chips
Copper (O), BCR®, certified reference material, rod