Efficient synthesis of ethyl 2-(oxazolin-2-yl)alkanoates via ethoxycarbonylketene-induced electrophilic ring expansion of aziridines

Submitting author affiliation:
Beijing University of Chemical Technology, Beijing, China

Beilstein Arch. 2021, 202179. https://doi.org/10.3762/bxiv.2021.79.v1

Published 16 Nov 2021

cc-by Logo


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

Supporting Information

Format: PDF Size: 3.1 MB   Download

How to Cite

When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Lei, Y.; Xu, J. Beilstein Arch. 2021, 202179. doi:10.3762/bxiv.2021.79.v1

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.