Radical Cascade Nitro-Cyclization Reaction of Oxygen-Linked 1,7-Dienes for the Synthesis of NO

Xiaowei Zhao; Wanqing Zhao; A. V. Pan; J. Y. C. CHU; Man Zhang; Nengneng Zhou

doi:10.1021/acs.joc.5c01739

September 12, 2025

Radical Cascade Nitro-Cyclization Reaction of Oxygen-Linked 1,7-Dienes for the Synthesis of NO

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Key Points

The reaction effectively synthesizes nitro-benzoxepines from 1,7-dienes under mild conditions, enhancing usability.
Using K2S2O8 as an oxidant, yields high-quality products, showcasing broad substrate applicability across diverse reagents.
Mechanistic studies reveal the reaction follows a radical pathway, indicating potential for further innovations in radical chemistry.
Ease of operation and readily available reagents make this approach suitable for both academic and industrial settings.

Implication

This method demonstrates efficient synthesis of nitro-benzoxepines using K2S2O8 and NaNO2, indicating broad applicability.

Abstract

A series of nitro-benzoxepines were prepared from easily available oxygen-linked 1,7-dienes by using K2S2O8 as the oxidant and NaNO2 as the nitrogen source. This approach features mild conditions, readily accessible reagents, simple operation, and broad substrate applicability. Mechanistic studies suggest that the reaction proceeds through a radical pathway.

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Cite This Study

Zhao et al. (2025) studied this question.

synapsesocial.com/papers/68c6df6de03a6c7bdc170fce https://doi.org/10.1021/acs.joc.5c01739

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Radical Cascade Nitro-Cyclization Reaction of Oxygen-Linked 1,7-Dienes for the Synthesis of NO

Key Points

Implication

Abstract

Discussion

Cite This Study

Radical Cascade Nitro-Cyclization Reaction of Oxygen-Linked 1,7-Dienes for the Synthesis of NO

Key Points

Implication

Abstract

Discussion

Cite This Study

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