tert-Butyl nitrite (TBN), a cost-effective, commercially available organic nitrite, is versatile in nitration, diazotization, and oxidation reactions, often yielding non-toxic tert-butanol as a byproduct. This study showcases TBN’s utility in achieving para-hydroxylation of 2,6-dimethoxyphenol and synthesizing 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione, offering a metal-free approach to this transformation.
A Mild and Rapid Method for the Preparation of 2,6-Dimethoxycyclohexa-2,5-diene-1,4-dione / L. Spinelli, A. Artasensi, L. Fumagalli. - In: ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL. - ISSN 0030-4948. - (2025), pp. 1-7. [Epub ahead of print] [10.1080/00304948.2025.2579761]
A Mild and Rapid Method for the Preparation of 2,6-Dimethoxycyclohexa-2,5-diene-1,4-dione
L. SpinelliPrimo
;A. ArtasensiPenultimo
;L. Fumagalli
Ultimo
2025
Abstract
tert-Butyl nitrite (TBN), a cost-effective, commercially available organic nitrite, is versatile in nitration, diazotization, and oxidation reactions, often yielding non-toxic tert-butanol as a byproduct. This study showcases TBN’s utility in achieving para-hydroxylation of 2,6-dimethoxyphenol and synthesizing 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione, offering a metal-free approach to this transformation.
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