C–H Activation and Sequential Addition to Dienes and Imines: Synthesis of Amines with β-Quaternary Centers and Mechanistic Studies on the Complex Interplay Between the Catalyst and Three Reactants

ACS Catalysis, Год журнала: 2024, Номер 14(23), С. 18124 - 18133

Опубликована: Ноя. 22, 2024

A Rh(III)-catalyzed sequential C-H bond addition to dienes and in situ formed aldimines was developed, allowing for the preparation of otherwise challenging access amines with quaternary centers at

Язык: Английский

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Co(III)-Catalyzed Three-Component Assembling of 2-Pyridones with Dienes and Formaldehyde via C–H Bond Activation

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 24, 2025

Here, we have demonstrated a Co(III)-catalyzed C–H functionalization of substituted pyridones with dienes and para-formaldehyde via three-component sequential reaction. A library homoallylic alcohols is synthesized high regio- chemoselectivity. The reaction scope widely compatible various N-pyridyl-2-pyridones, butadiene, dienes. Interestingly, N-pyridyl-4-pyridone also participated in the product was further converted into dihydrofuran-derived N-pyridyl-2-pyridone derivatives. convincing mechanism mechanistic investigations are described to justify current methodology.

Язык: Английский

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Dialkylation of 1,3-Dienes with Aldehydes and Cyclopropanols toward Homoallylic Alcohols by Dual Photoredox and Chromium Catalysis

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 27, 2025

A visible-light-induced three-component coupling of aldehydes, 1,3-dienes, and cyclopropyl alcohols using dual photoredox chromium catalysis is herein described. This efficient protocol achieves the dialkylation 1,3-dienes toward 1,4-disubstituted homoallylic in moderate to good yields with excellent regioselectivity, featuring mild reaction conditions, functional group tolerance, gram-scale synthesis. Mechanistic study suggests that photoinduced sequential ring opening alcohol radical nucleophilic cascade addition are involved catalytic cycle.

Язык: Английский

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Synthesis of α-Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes and Isocyanates

Organic Letters, Год журнала: 2024, Номер 26(45), С. 9769 - 9774

Опубликована: Окт. 31, 2024

The synthesis of sterically congested amides was accomplished via Cp*Co(III)-catalyzed sequential C–H bond addition to 1,3-dienes followed by aminocarbonylation with isocyanates, a coupling partner that had never been utilized in reactions. A variety reactants, internally substituted dienes, and aromatic isocyanates provided secondary amide products incorporating α-all-carbon quaternary centers. conversion the other useful compound classes also demonstrated.

Язык: Английский

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