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Unexpected Iodine-Promoted Aerobic Oxidation of α-Cyano-δ-keto Esters: A Facile Synthesis of α,δ-Dicarbonyl Esters

Hui Xu, Ming-Yue Weng, Hong Chen, Ze Zhang*

*School of Biological and Chemical Engineering, Anhui Polytechnic University, Wuhu 241000, P. R. of China, Email:

H. Xu, M.-Y. Weng, H. Chen, Z. Zhang, Synthesis, 2020, 52, 1841-1846.

DOI: 10.1055/s-0040-1707996

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A conjugate addition of ethyl cyanoacetates to chalcones and subsequent iodine-promoted aerobic oxidation provides various α,δ-dicarbonyl esters. The present protocol features mild reaction conditions, high efficiency, easily available starting materials, and broad substrate scope.

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Key Words

cyanoacetates, α,δ-dicarbonyl esters, ketoesters, molecular iodine, aerobic oxidation, two-step synthesis

ID: J66-Y2020