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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
PMID24261576
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
243086
Sigma-Aldrich
Pyridine hydrochloride, 98%
349216
Sigma-Aldrich
Copper, wire, diam. 1.0 mm, ≥99.9%
349224
Sigma-Aldrich
Copper, wire, diam. 2.0 mm, 99.999% trace metals basis
BCR058
Continuous cast copper (O), BCR®, certified reference material, rod
266744
Sigma-Aldrich
Copper, foil, thickness 1.0 mm, 99.999% trace metals basis
326410
Sigma-Aldrich
Copper, wire, diam. 0.64 mm, 99.995% trace metals basis
270970
Sigma-Aldrich
Pyridine, anhydrous, 99.8%
BCR017B
Copper (S, P), BCR®, certified reference material, chips
IRMM522C
Copper, IRMM®, certified reference material, 0.5 mm wire
IRMM522A
Copper, IRMM®, certified reference material, 0.1 mm foil
W296600
Sigma-Aldrich
Pyridine, ≥99%
BCR054R
Copper (O), BCR®, certified reference material, rod
360570
Sigma-Aldrich
Pyridine, ACS reagent, ≥99.0%
270407
Sigma-Aldrich
Pyridine, suitable for HPLC, ≥99.9%