Alkyl 2-diazo-3-oxoalkanoates generate alkoxycarbonylketenes, which undergo an electrophilic ring expansion with aziridines to afford alkyl 2-(oxazolin-2-yl)alkanoates in good to excellent yields under microwave irradiation. The method can be also applied in the synthesis of 2-(oxazolin-2-yl)alkanamides and 1-(oxazolin-2-yl)alkylphosphonates.
Keywords: aziridine; diazooxoester; diazo compound; ketene; oxazoline; ring expansion
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Lei, Y.; Xu, J. Beilstein Arch. 2021, 202179. doi:10.3762/bxiv.2021.79.v1
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