Electrochemical\nDehydrogenative sp<sup>2</sup>‑Coupling\nReaction of Naphthols Accessing a Polycyclic Naphthalenone Motif

A novel polycyclic naphthalenone motif was obtained by\nelectrochemical\nsynthesis starting from naphthols. The process is solvent controlled,\nand the highly diastereoselective cyclization is due to a solvent\ncage. The direct, anodic dehydrogenative sp<sup>2</sup>-coupling was\ncarried out by flow electrolysis. Ten derivatives containing this\nmotif were synthesized in yields up to 88%, resulting in novel polycycles\nstructurally similar to bioactive compounds like Daldionin, potentially\nexploring the bioactive profile.

Publication Details

Journal
Figshare
Published
2024-12-10
DOI
https://doi.org/10.1021/acs.orglett.4c03518.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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0.00
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article

Electrochemical\nDehydrogenative sp2‑Coupling\nReaction of Naphthols Accessing a Polycyclic Naphthalenone Motif

Figshare
Radical Photochemical Reactions
article

Electrochemical\nDehydrogenative sp2‑Coupling\nReaction of Naphthols Accessing a Polycyclic Naphthalenone Motif

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Abstract

A novel polycyclic naphthalenone motif was obtained by\nelectrochemical\nsynthesis starting from naphthols. The process is solvent controlled,\nand the highly diastereoselective cyclization is due to a solvent\ncage. The direct, anodic dehydrogenative sp<sup>2</sup>-coupling was\ncarried out by flow electrolysis. Ten derivatives containing this\nmotif were synthesized in yields up to 88%, resulting in novel polycycles\nstructurally similar to bioactive compounds like Daldionin, potentially\nexploring the bioactive profile.

Figshare
Clean water and sanitation
Openalex Percentile: Top 72%
Radical Photochemical Reactions
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Electrochemical\nDehydrogenative sp<sup>2</sup>‑Coupling\nReaction of Naphthols Accessing a Polycyclic Naphthalenone Motif · Figshare (2024) | TGRS Research Map | TGRS