Oxetanes and Oxetenes: Fused-ring Derivatives

Dussault, Patrick H.; Xu, Chunping

doi:10.1016/b978-008044992-0.00206-6

Cited by 5 publications

(1 citation statement)

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“…Section reviews ring-opening and ring-expansion reactions of oxetanes, where the four-membered ring is modified to generate new structural types. Readers are also directed to other notable and complementary reviews incorporating varied aspects of oxetane chemistry from Carreira and co-workers, , Abe, D’Auria and Racioppi, De Kimpe and co-workers, Mahal, Malapit and Howell, Sun and co-workers, and others. − The extensive use of oxetane motifs in other fields, including polymer chemistry as a monomer − and a cross-linker , and, for example, in catalytic reaction with CO 2 to generate cyclic carbonates, − , is outside the scope of this review and will not be considered. − …”

Section: Introductionmentioning

confidence: 99%

Oxetanes: Recent Advances in Synthesis, Reactivity, and Medicinal Chemistry

et al. 2016

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The four-membered oxetane ring has been increasingly exploited for its contrasting behaviors: its influence on physicochemical properties as a stable motif in medicinal chemistry and its propensity to undergo ring-opening reactions as a synthetic intermediate. These applications have driven numerous studies into the synthesis of new oxetane derivatives. This review takes an overview of the literature for the synthesis of oxetane derivatives, concentrating on advances in the last five years up to the end of 2015. These methods are clustered by strategies for preparation of the ring and further derivatization of preformed oxetane-containing building blocks. Examples of the use of oxetanes in medicinal chemistry are reported, including a collation of oxetane derivatives appearing in recent patents for medicinal chemistry applications. Finally, examples of oxetane derivatives in ring-opening and ring-expansion reactions are described.

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Section: Introductionmentioning

confidence: 99%

Oxetanes: Recent Advances in Synthesis, Reactivity, and Medicinal Chemistry

et al. 2016

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Photocatalyzed Cascade Reactions of Cyclopropanols and α‐Trifluoromethyl‐Substituted Olefins for the Synthesis of Fused gem‐Difluorooxetanes

et al. 2022

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Fluorinated fused rings are challenging to construct from simple starting materials. Herein, we report the first photocatalyzed cascade reactions of readily available cyclopropanols and α-trifluoromethylsubstituted olefins for the synthesis of fused gemdifluorooxetanes. Two rings and three bonds were efficiently constructed in one reaction. The reaction showed broad substrate scope and the downstream transformations of the products demonstrated the synthetic potential of the reaction. The mechanistic study supported the presence of cascade photoredox catalysis and energy transfer catalysis/direct photoexcitation processes.

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