Nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of pyrroles
2020
Zhao, Mi-Na | Ning, Gui-Wan | Yang, De-Suo | Gao, Peng | Fan, Ming-Jin | Zhao, Li-Fang
An efficient nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of tetrasubstituted pyrroles has been developed. This transformation involves cleavage of the CN double bond and the construction of new CC and CN bonds. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and affords tetrasubstituted pyrroles in good to high yields under mild reaction conditions. A gram-scale reaction was performed to demonstrate the scale-up applicability of this synthetic method.
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