Facile access to synthetically challenging arylnaphthalenes via photoenolization/Diels–Alder/aromatization one-pot sequence

Schuster F, Ryll J, Heckmann F, Tsogoeva S (2026)


Publication Type: Journal article

Publication year: 2026

Journal

Book Volume: 2026

Article Number: 202612562

Journal Issue: 2

DOI: 10.24820/ark.5550190.p012.562

Abstract

Arylnaphthalenes are valuable structural motifs in bioactive compounds with anticancer, antioxidant, and antiviral activities. Despite their importance, existing synthetic approaches typically rely on expensive transition-metal catalysts or harsh reaction conditions, limiting functional-group tolerance and sustainability. Here we report a first light-driven, metal-free strategy for the synthesis of highly substituted arylnaphthalenes via a photoenolization/Diels–Alder (PEDA) domino process followed by in situ aromatization. Upon UV irradiation (365 nm), 2-methylbenzophenones generate reactive photoenols that engage in cycloaddition and subsequent aromatization, delivering functionalized arylnaphthalenes in overall yields of up to 59%. This operationally simple, one-pot protocol provides a cost-efficient and versatile alternative for constructing arylnaphthalene architectures under mild conditions.

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How to cite

APA:

Schuster, F., Ryll, J., Heckmann, F., & Tsogoeva, S. (2026). Facile access to synthetically challenging arylnaphthalenes via photoenolization/Diels–Alder/aromatization one-pot sequence. Arkivoc, 2026(2). https://doi.org/10.24820/ark.5550190.p012.562

MLA:

Schuster, Florian, et al. "Facile access to synthetically challenging arylnaphthalenes via photoenolization/Diels–Alder/aromatization one-pot sequence." Arkivoc 2026.2 (2026).

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