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Synthesis of conjugated dienes via palladium-catalysed aerobic dehydrogenation of unsaturated acids and amides.

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A Pd(II)-catalyzed direct aerobic dehydrogenation of γ,δ-olefinic acids and amides has been demonstrated. The present protocol dehydrogenates the least acidic amides and acids, thus replacing the traditional enolate strategy for… Click to show full abstract

A Pd(II)-catalyzed direct aerobic dehydrogenation of γ,δ-olefinic acids and amides has been demonstrated. The present protocol dehydrogenates the least acidic amides and acids, thus replacing the traditional enolate strategy for dehydrogenation. A broad spectrum of conjugated dienamides and dienoic acids were produced in good to excellent yields. A possible reaction mechanism was proposed and supported by deuterium labelling studies.

Keywords: acids amides; synthesis conjugated; aerobic dehydrogenation; dienes via; conjugated dienes; dehydrogenation

Journal Title: Chemical communications
Year Published: 2022

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