Electrochemical Synthesis of γ-Lactones from the Intermolecular Oxidative Coupling between Malonates and Styrenes

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 16, 2025

We report a ferrocene-mediated electrochemical intermolecular oxidative annulation between malonates and styrenes that avoids the use of excess oxidants such as Mn(OAc)3. The reaction proceeds via presumably generation malonyl radical adds to styrene. After further anodic oxidation, resulting benzylic carbocation is intercepted by one esters deliver desired γ-lactones.

Язык: Английский

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Tandem site-selective bromination and highly regioselective Heck reaction of N-allyl enaminones: chemodivergent synthesis of polysubstituted pyrroles and pyridines

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(19), С. 5532 - 5537

Опубликована: Янв. 1, 2024

Chemodivergent synthesis of polysubstituted pyrroles and pyridines from N -allyl enaminones via tandem site-selective bromination the highly regioselective Heck reaction.

Язык: Английский

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Electrosynthesis of Tetrasubstituted Sulfonated Pyrazoles through Iodide‐Mediated Multicomponent Coupling

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(14), С. 3123 - 3129

Опубликована: Май 31, 2024

Abstract An electrochemical protocol for synthesizing tetra ‐substituted sulfonated pyrazoles is developed. The notable feature of this method the electrocatalytic generation an active iodine species, which enables direct use 1,3 dicarbonyls as reactant and also eliminates necessity external electrolytes. A wide range functionalities are compatible under condition, resulting good to excellent production desired pyrazole derivatives. Detailed synthetic studies enlighten pathway.

Язык: Английский

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Electrosynthesis of Cyclic Isoureas and Ureas Through Contiguous Heterofunctionalizations

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(16), С. 11323 - 11333

Опубликована: Июль 27, 2024

An efficient synthetic protocol for the selenylated cyclic isoureas was developed using electrochemical activation of diselenides. This sustainable approach permitted transition metal and chemical oxidant-free difunctionalization olefins overall access to distinct 1,2,3 triheterofunctionalized carbon skeletons. Excellent functional group tolerance noticed, allowing synthesis a series isourea derivatives. In addition, an acid-triggered skeletal isomerization facilitated urea derivatives from corresponding isoureas. Mechanistic investigations, along with voltammetric studies, enabled postulation reaction mechanism.

Язык: Английский

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Electrochemically Driven Regioselective Construction of 4-Sulfenyl-isochromenones from o-Alkynylbenzoates and Diaryl Disulfides

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(35), С. 7111 - 7116

Опубликована: Янв. 1, 2024

Herein, we have developed an electrochemical technique that enables the regioselective construction of 4-sulfenyl-1 H -isochromen-1-ones in undivided cell under external acid, catalyst, oxidant, or metal-free conditions.

Язык: Английский

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