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Title: Recent advances in the synthesis and reactivity of azetidines: strain-driven character of the four-membered heterocycle
Azetidines represent one of the most important four-membered heterocycles used in organic synthesis and medicinal chemistry. The reactivity of azetidines is driven by a considerable ring strain, while at the same the ring is significantly more stable than that of related aziridines, which translates into both facile handling and unique reactivity that can be triggered under appropriate reaction conditions. Recently, remarkable advances in the chemistry and reactivity of azetidines have been reported. In this review, we provide an overview of the synthesis, reactivity and application of azetidines that have been published in the last years with a focus on the most recent advances, trends and future directions. The review is organized by the methods of synthesis of azetidines and the reaction type used for functionalization of azetidines. Finally, recent examples of using azetidines as motifs in drug discovery, polymerization and chiral templates are discussed.  more » « less
Award ID(s):
1650766
NSF-PAR ID:
10224921
Author(s) / Creator(s):
;
Date Published:
Journal Name:
Organic & Biomolecular Chemistry
Volume:
19
Issue:
15
ISSN:
1477-0520
Page Range / eLocation ID:
3274 to 3286
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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