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Dearomative Transformation of Pyridin-3-ols into 2,3,6,7-Tetrahydro-1-2,6-methanobenzo[]azonin-12-ones via Oxidopyridinium/-Quinodimethane (5 + 4) Cycloaddition. | LitMetric

Dearomative Transformation of Pyridin-3-ols into 2,3,6,7-Tetrahydro-1-2,6-methanobenzo[]azonin-12-ones via Oxidopyridinium/-Quinodimethane (5 + 4) Cycloaddition.

Org Lett

Department of Basic Medicinal Sciences, Graduate School of Pharmaceutical Sciences, Nagoya University, Chikusa, Nagoya464-8601, Japan.

Published: December 2024

AI Article Synopsis

Article Abstract

We report the dearomative transformation of pyridin-3-ols via oxidopyridinium (5 + 4) cycloaddition with -quinodimethanes, leading to 2,3,6,7-tetrahydro-1-2,6-methanobenzo[]azonin-12-ones. The chemoselective derivatization of the obtained cycloadduct was also investigated to demonstrate the synthetic potential of the obtained cycloadduct.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c03878DOI Listing

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