Synthesis of cyclic enones via direct palladium-catalyzed aerobic dehydrogenation of ketones

Tianning Diao; Shannon S. Stahl

doi:10.1021/ja206575j

Synthesis of cyclic enones via direct palladium-catalyzed aerobic dehydrogenation of ketones

Tianning Diao, Shannon S. Stahl

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

α,β-Unsaturated carbonyl compounds are versatile intermediates in the synthesis of pharmaceuticals and biologically active compounds. Here, we report the discovery and application of Pd(DMSO) ₂(TFA) ₂ as a catalyst for direct dehydrogenation of cyclohexanones and other cyclic ketones to the corresponding enones, using O ₂ as the oxidant. The substrate scope includes heterocyclic ketones and several natural-product precursors.

Original language	English (US)
Pages (from-to)	14566-14569
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	133
Issue number	37
DOIs	https://doi.org/10.1021/ja206575j
State	Published - Sep 21 2011

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja206575j

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abstract = "α,β-Unsaturated carbonyl compounds are versatile intermediates in the synthesis of pharmaceuticals and biologically active compounds. Here, we report the discovery and application of Pd(DMSO) 2(TFA) 2 as a catalyst for direct dehydrogenation of cyclohexanones and other cyclic ketones to the corresponding enones, using O 2 as the oxidant. The substrate scope includes heterocyclic ketones and several natural-product precursors.",

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AB - α,β-Unsaturated carbonyl compounds are versatile intermediates in the synthesis of pharmaceuticals and biologically active compounds. Here, we report the discovery and application of Pd(DMSO) 2(TFA) 2 as a catalyst for direct dehydrogenation of cyclohexanones and other cyclic ketones to the corresponding enones, using O 2 as the oxidant. The substrate scope includes heterocyclic ketones and several natural-product precursors.

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Synthesis of cyclic enones via direct palladium-catalyzed aerobic dehydrogenation of ketones

Abstract

ASJC Scopus subject areas

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