Spannende Moleküle DOI
Maxim Golfmann

Nachrichten aus der Chemie, Journal Year: 2024, Volume and Issue: 72(11), P. 66 - 69

Published: Oct. 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.

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

Yoshio Barrera,

Florian F. Mulks

Chem, Journal Year: 2025, Volume and Issue: unknown, P. 102524 - 102524

Published: March 1, 2025

Language: Английский

Citations

1
Constructing Nitrogen-Rich Fused [5,6,5]-Tricyclic Frameworks Through Rearrangement: Heat-Resistant Zwitterionic Salt Energetic Materials DOI
Xiangyan Miao,

Jaehoon H. Yu,

Yuchuan Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(47), P. 10085 - 10089

Published: Nov. 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.

Language: Английский

Citations

4
Geometric distortion as an enabling tool for organic synthesis DOI
Luca McDermott,

Zach G. Walters,

Allison M. Clark

et al.

Nature Synthesis, Journal Year: 2025, Volume and Issue: 4(4), P. 421 - 431

Published: April 9, 2025

Language: Английский

Citations

0
A RhII-Catalyzed [4 + 3]-Cycloaddition via the Stereoselective Cyclopropanation of Vinyl Allenes En Route to Oxepino[b]indoles and Subsequent Elaboration to Spirooxindole Frameworks DOI
Ji-Yoon Kim, Kevin X. Rodriguez,

Kaitlyn E. Eckert

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 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.

Language: Английский

Citations

0
Diels–Alder Cycloadditions of Oxacyclic Allenes and α-Pyrones DOI
Laura G. Wonilowicz, Milauni M. Mehta,

Lisa L. Kamecke

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(30), P. 6465 - 6470

Published: July 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.

Language: Английский

Citations

1
Spannende Moleküle DOI
Maxim Golfmann

Nachrichten aus der Chemie, Journal Year: 2024, Volume and Issue: 72(11), P. 66 - 69

Published: Oct. 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.

Citations

0