The ring strain present in azetidines can lead to undesired stability issues. Herein, we described a series of N-substituted azetidines which undergo an acid-mediated intramolecular ring-opening decomposition via nucleophilic attack of a pendant amide group. Studies were conducted to understand the decomposition mechanism enabling the design of stable analogues.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8521649PMC
http://dx.doi.org/10.1021/acsmedchemlett.1c00402DOI Listing

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