Sc-Catalyzed Asymmetric [2 + 2] Annulation of 2-Alkynylnaphthols with Dienes to Access Cyclobutene Frameworks

Organic Letters, Journal Year: 2025, Volume and Issue: 27(4), P. 1006 - 1011

Published: Jan. 16, 2025

Herein, we introduce a scandium-catalyzed synthetic strategy that provides access to diverse and functionalized array of cyclobutene frameworks adorned with quaternary carbon center. This approach broadens the repertoire 2-alkynylnaphthols alkenes, offering versatile platform for construction complex molecular architectures. The asymmetric catalytic [2 + 2] cycloaddition reaction demonstrates wide substrate scope an impressive functional group tolerance, yielding products high efficiency, up 97% yield, excellent enantiomeric excess 97%. simplicity scaling this process, coupled ease converting these into variety substituted products, significantly enhances utility method.

Language: Английский

---

Exploration of Light Mediated Strategies in Four Membered Heterocycle Synthesis

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134493 - 134493

Published: Jan. 1, 2025

Language: Английский

---

Recent Progress in Visible Light‐Mediated Synthesis of γ‐lactams

Helvetica Chimica Acta, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 30, 2025

Abstract The integration of sustainable practices, such as employing renewable light sources for synthesizing valuable synthetic scaffolds, has been progressing over the past few decades. Among these noteworthy organic frameworks, lactams, particularly γ‐lactams, have established their prominence due to extensive applications in pharmaceutical, agricultural, and medicinal domains. This growing significance γ‐lactams spurred considerable interest synthesis, especially via milder, more sustainable, environmentally friendly methods. In recent years, numerous innovative reaction mechanisms explored, highlighting how photocatalysis can enable formation from readily accessible precursors through C−N bond cyclization processes. review emphasizes potential photocatalytic strategies not only enhance current methods but also foster development greener chemical processes future.

Language: Английский

---

Mechanistic Insights Into the B(C₆F₅)₃‐catalyzed Wolff Rearrangement/[2 + 2] and [4 + 2] Cascade Cyclization of α‐Diazoketones With Imines

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: April 21, 2025

Presented herein is a DFT investigation of the B(C6F5)3-catalyzed system involving Wolff rearrangement/[2 + 2] and [4 cascade cyclization α-diazoketones with imines. The study provides detailed elucidation ketene formation through B(C6F5)3-promoted rearrangement α-diazoketones, alongside substrate-dependent chemoselectivity observed in reveals three-step process, B-O adduct formation, carbene species generation via N2 extrusion facile 1,2-migration. Computational studies successfully replicate experimentally resulting intermediate different N-protected Notably, N-tert-butoxycarbonyl imines exhibit preferential stepwise [2 cyclization, while N-tert-butylcarbonyl favor concerted cycloaddition. divergence these reactions rationalized distortion/interaction analysis critical transition states.

Language: Английский

---

Emerging Trends in Microwave and Ultrasound/Visible Light/ Carbene Intermediates & Carbonylation/Metal-Catalyzed Mediated Synthesis of β-Lactams (2021-2024)

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134429 - 134429

Published: Dec. 1, 2024

Language: Английский

---