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Organic Letters· 2026Q1

Visible Light-Mediated Dearomative Remote Functionalization of Arenes via a Tandem Strain-Release Spirocyclization Relay

Apurba Samanta, Soumitra Maity

Short summary

A photocatalyst-free, visible light-mediated method enables the remote functionalization of arenes using a strain-release spirocyclization relay, creating complex 3D spirocyclic structures with sulfonamide and oxime functionalities.

AI-generated from the title and abstract; the full text is not read.

Key points

  • Developed a photocatalyst-free, visible light-mediated method for arene functionalization.
  • Employs a tandem strain-release spirocyclization relay mechanism.
  • Utilizes nitrosamines to install sulfonamide and oxime groups.
  • Successfully synthesizes complex 3D spirocyclic structures.

AI-generated from the title and abstract; the full text is not read.

Abstract

Abstract Tandem strain-release addition cyclization reactions in bicyclo[1.1.0]butanes (BCBs) present a versatile platform for rapidly creating molecular complexity. While lactams and indolinones have been accessed using alkenes and arenes as appendages via this strategy, the dearomative functionalization of arenes remains unexplored. This work demonstrates a photocatalyst-free, visible light-mediated blueprint for the remote functionalization of arenes in tandem with a strain-release framework. Nitrosamines are utilized as versatile reagents for installing sulfonamides and oximes, leading to intricately designed 3D spirocyclic structures bearing medicinally relevant functionalities.

The authors' abstract, as published at the source. Organic Letters, 2026 · DOI ↗

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Field: Organic Chemistry

Organic ChemistryChemistry