Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles
Bin Shuai, Ping Fang*, Tian-Sheng Mei*
*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, P. R. of China,
Email: mei7900
sioc.ac.cn, pfangsioc.ac.cn
B. Shuai, P. Fang, T.-S. Mei, Synlett, 2021, 32, 1637-1641.
DOI: 10.1055/s-0039-1690872
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Abstract
In a nickel-catalyzed base-promoted rearrangement of cyclobutanone oxime esters to cyclopropanecarbonitriles, the ring opening occurs at the sterically less hindered side. A base-promoted nickelacyclobutane intermediate, formed in situ, is assumed to be involved in the formation of the product.
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Key Words
nickel catalysis, cyclobutanone oxime esters, cyclopropanes, cyclopropanecarbonitriles, ring opening, Favorsky rearrangement
ID: J72-Y2021
