Electrochemical Enaminone-Thioamide Annulation and Thioamide Dimeric Annulation for the Tunable Synthesis of Thiazoles and 1,2,4-Thiadiazole

Organic Letters, Journal Year: 2024, Volume and Issue: 26(25), P. 5263 - 5268

Published: June 14, 2024

A green and sustainable electrochemical oxidative cyclization of enaminones with thioamides under metal- oxidant-free conditions has been developed, providing an efficient approach for thiazole synthesis. Furthermore, 1,2,4-thiadiazoles can be selectively accessed via the dimerization in absence enaminones.

Language: Английский

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Recent Advances in Multicomponent Electro‐Organic (Electrochemical) Synthesis of Heterocycles

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(8)

Published: July 20, 2023

Abstract In terms of pharmaceuticals and biological applications, synthesis complex organic molecules is a significant fast‐developing area. this context, electrosynthesis an alternative way to the traditional methods for chemo‐, regio‐, stereoselective syntheses. Electro‐organic reactions occur at room temperature normal pressure, through transferring electrons. It has been found that mild approach preparing electrophilic substrates, bases, nucleophiles in situ , from highly stable low‐level reagents; which can be further applied make heterocycles more accessible. While several promising exist, multi‐component (MCRs) have drawn much attention both academia industry worldwide, since they are cost‐efficient environmentally friendly. Combining MCRs produced great strategy field research. This review focuses on recent advances electrochemical heterocyclic compounds via reactions, reported between 2015 March 2023.

Language: 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, Journal Year: 2023, Volume and Issue: 11(2), P. 597 - 630

Published: Nov. 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.

Language: Английский

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Recent Advances in Cyclization Reactions of 1,6‐Enynes

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(6), P. 1220 - 1268

Published: Jan. 22, 2024

Abstract Elaborated molecular architectures, specifically those bearing one or more carbon stereocenters, stand as an important class of carbocyclic and heterocyclic frameworks because they are frequently occurring core structures in numerous natural products biologically active pharmaceutical molecules. Over the past few decades, development versatile synthetic approaches via cascade cyclization reactions 1,6‐enynes for construction a series fused spiro compounds has been focus great deal research initiatives. These synthesis strategies peculiarly fascinating context assembly wide array molecules, products, agrochemicals, functional materials. In this review, recent developments transformations with diverse coupling reagents summarized since 2018, which could be divided into five categories: 1) Introduction; 2) Transition metal catalyzed 1,6‐enynes; 3) Metal‐free 4) Visible‐light‐induced 5) Electrocatalytic 1,6‐enynes.

Language: Английский

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Electrochemical Sulfonylation/Cyclization of N-Alkenylacrylamides with Sodium Sulfinates or Sulfonyl Hydrazides

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10660 - 10677

Published: July 18, 2024

Two general protocols for the regioselective electrochemically enabled sulfonylation cyclization of

Language: Английский

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Recent advances on electrochemical generation of sulfonyl radical triggered cyclization of alkene/alkynes

Tetrahedron, Journal Year: 2025, Volume and Issue: 173, P. 134467 - 134467

Published: Jan. 12, 2025

Language: Английский

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Electrochemical cascade migratory versus ortho-cyclization of 2-alkynylbenzenesulfonamides

Chemical Science, Journal Year: 2024, Volume and Issue: 15(8), P. 2827 - 2832

Published: Jan. 1, 2024

Efficient control over several possible reaction pathways of free radicals is the chemical basis their highly selective transformations. Among various competing pathways, sulfonimidyl generated from electrolysis 2-alkynylbenzenesulfonamides undergo cascade migratory or

Language: Английский

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Photocatalytic synthesis of dual acylmethylation derivates of indole[2,1-a]isoquinolinones via tandem cyclization/C3 acyl methylation

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 580, P. 115058 - 115058

Published: April 15, 2025

Language: Английский

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Electrochemical Cascade Reactions of 1,2,3-Benzotriazinones with Alkynes to Assemble 3,4-Dihydroisoquinolin-1(2H)-ones

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 21, 2025

An unexpected electrochemical cascade reaction of 1,2,3-benzotriazinones with alkynes to assemble 3,4-dihydroisoquinolin-1(2H)-ones has been developed, which avoids the use pressurized H2, any metal catalysts, and stoichiometric redox agents. This route tolerates a wide range functional groups in both reactants can be performed under an air atmosphere. The process continuous cathodic reduction was demonstrated by control experiments cyclic voltammograms. Moreover, gram-scale confirmed potential this environmentally benign method for practical applications.

Language: Английский

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Transition metal catalysed cascade C–C and C–O bond forming events of alkynes

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(25), P. 5052 - 5086

Published: Jan. 1, 2024

1,2/1,1-Difunctionalization of alkynes (cascade C–C and C–O bond formations) serves as one the reliable methods for synthesis numerous chemical architectures.

Language: Английский

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