Fluorocyclization of Allyl Alcohols and Amines to Access 3-Functionalized Oxetanes and Azetidines
Xinyu Zhang, Qi Zhang, Linxuan Li, Shanshan Cao, Zhaohong Liu, Giuseppe Zanoni, Yongquan Ning, Yong Wu
Abstract
An efficient method to prepare 3-functionalized oxetanes and azetidines has been realized by fluorocyclization of readily available 2-azidoallyl/2-alkoxyallyl alcohols and amines. Notably, this is the first example applying the fluorocyclization strategy to construct four-membered heterocycles. The pendant electron-donating group (−N3 or −OR) plays a crucial role in polarizing the C═C double bond and facilitating the cyclization process, as verified by DFT and experimental studies.
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