Fluorinated <i>Para</i> ‐Quinone Monoacetal: Versatile Reactivity for Constructing Functionalized Scaffolds

A concise synthetic route to the difluorinated para-quinone monoacetals (p-QMAs) and their reactivity is described. Featuring a cross-conjugated dienone core and an acetal unit, these compounds undergo diverse nucleophilic additions at the enone moiety and cycloadditions at the C═C bond. Such distinctive reactivity renders the β,β'-difluoro p-QMA a versatile building block for the rapid assembly of complex molecular architectures, highlighting its promise in natural product synthesis and material sciences.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2025-11-30
DOI
https://doi.org/10.1002/asia.202500921
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Fluorinated Para ‐Quinone Monoacetal: Versatile Reactivity for Constructing Functionalized Scaffolds

Keisuke Suzuki, Kohei Azami, Ken Ohmori, Masao Morita
Chemistry - An Asian Journal
Fluorine in Organic Chemistry
article

Fluorinated Para ‐Quinone Monoacetal: Versatile Reactivity for Constructing Functionalized Scaffolds

Keisuke Suzuki, Kohei Azami, Ken Ohmori, Masao Morita
article en

Abstract

A concise synthetic route to the difluorinated para-quinone monoacetals (p-QMAs) and their reactivity is described. Featuring a cross-conjugated dienone core and an acetal unit, these compounds undergo diverse nucleophilic additions at the enone moiety and cycloadditions at the C═C bond. Such distinctive reactivity renders the β,β'-difluoro p-QMA a versatile building block for the rapid assembly of complex molecular architectures, highlighting its promise in natural product synthesis and material sciences.

Chemistry - An Asian JournalVol. 20(24)
Tokyo Institute of Technology (JP), SHOWA Medical University (JP), Tokyo University of Science (JP), Tokyo Institute of Psychiatry (JP)
Japan Society for the Promotion of Science
Openalex Percentile: Top 69%
Fluorine in Organic Chemistry
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