Strained diradicaloids for σ-bond-insertion reactions: A breakthrough in drug discovery

Chem, Год журнала: 2025, Номер unknown, С. 102524 - 102524

Опубликована: Март 1, 2025

Язык: Английский

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Constructing Nitrogen-Rich Fused [5,6,5]-Tricyclic Frameworks Through Rearrangement: Heat-Resistant Zwitterionic Salt Energetic Materials

Organic Letters, Год журнала: 2024, Номер 26(47), С. 10085 - 10089

Опубликована: Ноя. 8, 2024

This study synthesized nitrogen-rich [5,6,5] fused compounds through a novel rearrangement reaction. Owing to its unique zwitterionic salt structure, product 4-1 exhibits high thermal stability (Td > 250 °C), low sensitivity (IS 40 J, FS 360 N), and acceptable detonation velocities pressures (νD = 8520 m s–1 P 32.53 GPa, respectively), which are better than those of TNT TATB. These indicate the potential salts as thermally stable energetic materials provide new synthesis strategies for constructing polycyclic heterocycles rearrangement.

Язык: Английский

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Geometric distortion as an enabling tool for organic synthesis

Nature Synthesis, Год журнала: 2025, Номер 4(4), С. 421 - 431

Опубликована: Апрель 9, 2025

Язык: Английский

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A Rh^II-Catalyzed [4 + 3]-Cycloaddition via the Stereoselective Cyclopropanation of Vinyl Allenes En Route to Oxepino[b]indoles and Subsequent Elaboration to Spirooxindole Frameworks

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 1, 2025

Oxepino[b]indoles were obtained in good to excellent yields employing a [4 + 3]-cycloaddition initiated by stereo- and regioselective, RhII-catalyzed cyclopropanation between vinyl allene diazooxindole afford an intermediate cyclopropyl that engaged the oxindole carbonyl spontaneous hetero-[3,3]-rearrangement. A survey of functional group tolerance revealed diverse array substrates amenable oxepino[b]indole formation. In addition intriguing architecture cycloadducts, exposure either Brønsted acid or base enables assembly functionalized spirroxindoles via unusual conversion 5-7 fused ring system 5-5 spirocycle.

Язык: Английский

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Diels–Alder Cycloadditions of Oxacyclic Allenes and α-Pyrones

Organic Letters, Год журнала: 2024, Номер 26(30), С. 6465 - 6470

Опубликована: Июль 24, 2024

Reactions of α-pyrones with oxacyclic allenes in Diels–Alder trappings are described. We investigate regioselectivity trends and perform competition experiments to assess the influence structural electronic features on relative reaction rates. also demonstrate stereospecific trapping an allene, which proceeds high optical yield. This study provides insight into strained cyclic allene reactivity, as well new synthetic tools for rapid construction complex, heterocyclic scaffolds.

Язык: Английский

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Spannende Moleküle

Nachrichten aus der Chemie, Год журнала: 2024, Номер 72(11), С. 66 - 69

Опубликована: Окт. 31, 2024

Abstract Es gibt viele Arten, wie organische Moleküle unter Spannung stehen können. Setzen sie diese Energie frei, kommen neue Reaktionen oder Strukturen heraus. Einige lassen sich nicht nur isolieren, sondern in Medikamente einbauen – und ein gespannter Cyclus war Grund für einen Nobelpreis.

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