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In Situ Generation of Difluoromethyl Diazomethane for [3+2] Cycloadditions with Alkynes

Angew. Chem. Int. Ed. 2015, 54 (22), 6558-6561

DOI: 10.1002/anie.201501529

Mykhailiuk P. K.

A novel approach to agrochemically important difluoromethyl-substituted pyrazoles has been developed based on the elusive reagent CF2HCHN2, which was synthesized (generated in situ) for the first time and employed in [3+2] cycloaddition reactions with alkynes. The reaction is extremely practical as it is a one-pot process, does not require a catalyst or the isolation of the potentially toxic and explosive gaseous intermediate, and proceeds in a common solvent, namely chloroform, in air. The reaction is also scalable and allows for the preparation of the target pyrazoles on gram scale.

In Situ Generation of Difluoromethyl Diazomethane for [3+2] Cycloadditions with Alkynes

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