Electrophilic Halospirocyclization of N-Benzylacrylamides to Access 4-Halomethyl-2-azaspiro[4.5]decanes

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13610 - 13621

Опубликована: Сен. 11, 2023

An electrophilic spirocyclization of N-benzylacrylamides with N-halosuccinimides (NXS) as the halogenating reagents has been developed. This reaction is carried out at room temperature under simple conditions without relying on metal reagents, photochemistry, or electrochemistry, providing a fast and efficient route to synthesize wide variety 4-halomethyl-2-azaspiro[4.5]decanes satisfactory yields. The approach further highlighted through gram-scale synthesis diverse transformations spiro products.

Язык: Английский

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Electrochemical electrophilic bromination/spirocyclization of N-benzyl-acrylamides to brominated 2-azaspiro[4.5]decanes

Green Chemistry, Год журнала: 2023, Номер 25(9), С. 3543 - 3548

Опубликована: Янв. 1, 2023

An electrochemical electrophilic bromination/spirocyclization of N -benzyl-acrylamides to brominated 2-azaspiro[4.5]decanes with 2-bromoethan-1-ol as the brominating reagent has been developed.

Язык: Английский

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Photoelectrochemical upcycling of PVC plastic waste for the synthesis of chlorinated quinolinone derivatives

Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Herein, an environmentally friendly methodology has been established for the photoelectrochemical chlorination of C(sp 2 )–H bonds in quinolinone derivatives using PVC plastic waste as chlorine source.

Язык: Английский

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Electrochemical Dearomative Spirocyclization

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(9)

Опубликована: Март 15, 2023

Electrochemical dearomative spirocyclization serves as a green and sustainable approach to convert the flat, two-dimension aromatic feedstock into value-added three-dimension spirocyclic architectures. This review highlights recent advances, emphasizes mechanistic discussions, showcases synthetic applications of this emerging versatile powerful transformation.

Язык: Английский

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Recent progress in the electrochemical selenofunctionalization of alkenes and alkynes

Green Chemistry, Год журнала: 2023, Номер 25(19), С. 7485 - 7507

Опубликована: Янв. 1, 2023

The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.

Язык: Английский

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Electrochemical difunctionalization of alkenes and alkynes for the synthesis of organochalcogens involving C–S/Se bond formation

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(2), С. 597 - 630

Опубликована: Ноя. 23, 2023

This review highlights the recent progress in electrochemical difunctionalization of alkenes and alkynes involving C–S/Se bond formation to access organochalcogen frameworks.

Язык: Английский

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Highly Atom‐Economic and Efficient Electrochemical Selenylative Annulation of 2‐Alkynyl Biaryls

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(13), С. 2255 - 2263

Опубликована: Май 31, 2023

Abstract A catalyst‐ and oxidant‐free, highly efficient, scalable, sustainable synthetic method is developed for the selenylative annulation of 2‐alkynyl biaryls or 2‐heteroaryl‐substituted alkynyl benzenes with readily available diselenides under electrochemical conditions to synthesize a wide variety selanyl polycyclic aromatic hydrocarbons heteroaromatics in high excellent yield up 99% at room temperature short time (2‐5 h). The transformation required only electricity as green reagent produces hydrogen gas innocuous byproduct. Notably, chemistry metrics protocol are found excellent. Mechanistic studies revealed radical pathway being initiated by situ generation corresponding selenyl from conditions. Significantly, direct comparison approach that our previously iodine‐catalyzed chemical not but also more energy‐efficient, high‐yielding, sustainable, practical.

Язык: Английский

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“Green Is the Color”: An Update on Ecofriendly Aspects of Organoselenium Chemistry

Molecules, Год журнала: 2022, Номер 27(5), С. 1597 - 1597

Опубликована: Фев. 28, 2022

Organoselenium compounds have been successfully applied in biological, medicinal and material sciences, as well a powerful tool for modern organic synthesis, attracting the attention of scientific community. This great success is mainly due to breaking paradigm demonstrated by innumerous works, that selenium were toxic would potential impact on environment. In this update review, we highlight relevance these several fields research possibility synthesize them through more environmentally sustainable methodologies, involving catalytic processes, flow chemistry, electrosynthesis, use alternative energy sources, including mechanochemical, photochemistry, sonochemical microwave irradiation.

Язык: Английский

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Photo- or Electrochemical Cyclization of Dienes with Diselenides to Access Seleno-Benzo[b]azepines

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(11), С. 7245 - 7255

Опубликована: Май 23, 2023

A cascade selenylation/cyclization of dienes with diselenides has been realized under visible-light irradiation or electrolysis conditions. Employing O2 electricity as a "green" oxidant, this protocol provides green and efficient method for an array biologically important seleno-benzo[b]azepine derivatives in moderate to good yields. The direct sunlight gram-scale reaction render the approach practical attractive.

Язык: Английский

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Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(8), С. 2306 - 2312

Опубликована: Янв. 1, 2024

Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, which serves as both the brominating agent electrolyte.

Язык: Английский

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