Amino-oxetanes as Amide Isosteres by an Alternative Defluorosulfonylative Coupling of Sulfonyl Fluorides

James Bull describes amino-oxetanes as amide isosteres by an alternative route from sulfonyl fluorides.

James Bull’s group at Imperial College London (UK) has a long-standing interest in the preparation of four-membered rings, especially oxetanes, and has ambitions to position any functional group at any position on the ring. They have installed various functional groups at the 2- and 3-positions, observing that 3-aryl-3-amino oxetanes, that can be considered as  benzamide replacements, were a particular challenge. Recently, the group has been working with scientists at Pfizer (especially Dr. James Mousseau and Charlie Choi) on the preparation of 3,3-disubstituted oxetanes that are of interest as carbonyl replacement groups.

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