The green chemistry paradigm in modern organic synthesis

Russian Chemical Reviews, Год журнала: 2023, Номер 92(12), С. RCR5104 - RCR5104

Опубликована: Дек. 1, 2023

After the appearance of green chemistry concept, which was introduced in vocabulary early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form basis for an ideal chemical process. This review analyzes accumulated experience achievements towards design products processes reduce or eliminate use generation hazardous substances. The presents views leading Russian scientists specializing various fields this subject, including homogeneous heterogeneous catalysis, fine basic organic synthesis, electrochemistry, polymer chemistry, based on bio-renewable feedstocks energetic compounds materials. A new approach to quantitative evaluation environmental friendliness by authors is described. <br> bibliography includes 1761.

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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An electrochemical cascade process: synthesis of 3-selenylindoles from 2-alkynylanilines with diselenides

Chemical Communications, Год журнала: 2023, Номер 59(56), С. 8719 - 8722

Опубликована: Янв. 1, 2023

Substituted organoselenium compounds are crucial structural motifs in pharmaceutical molecules. Herein, we report a metal, oxidant, and base-free electrochemical approach to access 3-selenylindoles through an oxidative cyclization of 2-alkynylanilines with diselenides. This environmentally friendly demonstrates wide range substrate scope under mild reaction conditions undivided cell setup.

Язык: Английский

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

Tetrahedron, Год журнала: 2025, Номер 173, С. 134467 - 134467

Опубликована: Янв. 12, 2025

Язык: Английский

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Electrochemical selenofunctionalization of unactivated alkenes: access to β-hydroxy-selenides

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(9), С. 1775 - 1781

Опубликована: Янв. 1, 2024

This work demonstrates the electrochemical construction of 2-methyl-1-aryloxy-3-(arylselanyl)propan-2-ol/2-hydroxy-2-methyl-3-(arylselanyl)propyl 2-(2-hydroxy-2-methyl-3-(arylselanyl)propoxy)benzoate starting from aryl allyl ethers/allyl benzoates and diaryl diselenides under additive-free conditions. environmentally friendly method was achieved through constant current electrolysis in an undivided cell setup acid, oxidant, or catalyst-free Additionally, this technique enabled synthesis a variety β-hydroxy selenides including late-stage functionalization drug derivatives good to exceptional yields across various substrates mild reaction

Язык: Английский

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N-Sulfonylation of azoles with sulfonyl hydrazides enabled by electrocatalysis

Green Chemistry, Год журнала: 2024, Номер 26(15), С. 8706 - 8710

Опубликована: Янв. 1, 2024

We report an electrochemical strategy for N -sulfonylation of azoles with sulfonyl hydrazides via radical–radical cross-coupling.

Язык: Английский

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Condition‐Controlled Selective Synthesis of CF₃‐Chromene and CF₃‐Benzofuran from N‐Phenoxyacetamide and CF₃‐Ynone

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 27, 2025

Comprehensive Summary Presented herein is a condition‐controlled selective synthesis of CF 3 ‐chromene and ‐benzofuran based on the reaction N ‐phenoxyacetamide ‐ynone. When carried out in MeOH under catalysis Rh(III), formed via C—H metalation‐initiated alkenylation, acetamide group migration intramolecular oxo ‐nucleophilic addition. On other hand, when run DMSO promotion CsOAc, generated aza ‐Michael addition‐initiated [3,3]‐σ rearrangement, addition water elimination. To our knowledge, this first report construction chromene or benzofuran scaffold along with introduction unit from same starting materials. The methodology was scalable products could be readily transformed into valuable products. Moreover, thus obtained possess decent anticancer activity.

Язык: Английский

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Electrochemical Annulation of ortho‐Alkynylbiphenyls to Fused Sulfenyl Phenanthrenes and Spiro Cyclohexenone Indenes

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(1), С. 18 - 23

Опубликована: Ноя. 21, 2023

Abstract Here, we present an electrochemically induced synthesis of 9‐sulfenylarylphenanthrenes and 3’‐sulfenylarylspiro‐cyclohexa[4.5]trienones starting from o ‐alkynylbiphenyls diaryl disulfides. This method was accomplished through constant current electrolysis 10 mA in undivided cell setup by utilizing CH 3 CN as a solvent LiClO 4 electrolyte at room temperature. Notably, the strategy enabled formation sulfenylphenanthrenes sulfenyl spiro cyclohexa[4.5]trienones 70%–95% yield. Scale‐up synthesis, mechanistic studies, cyclic voltammetry have also been carried out.

Язык: Английский

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Electrochemical Oxidative Dearomatization Strategy for Accessing Spiro[4.5]dienones and Derivatives

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(4), С. 2200 - 2211

Опубликована: Фев. 8, 2024

Electrochemical dearomatization has been recognized as an attractive tool for the rapid construction of structurally diverse molecules. The designed methodology encompasses eco-friendly and efficient electrochemical approach to synthesizing spiro[4.5]dienones under mild reaction conditions. Furthermore, detailed mechanistic studies strongly bolster our hypothesis emphasize role HFIP in mechanism. protocol is scalable showcases a broad substrate scope with tolerance toward numerous functional groups. Henceforth, this strategy can be deployed alternative sustainable accessing spiro[4.5]dienones.

Язык: Английский

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Electrochemical Synthesis of Sulfinic and Sulfonic Esters from Sulfonyl Hydrazides

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(22), С. 4436 - 4444

Опубликована: Янв. 1, 2024

Electrochemical synthesis of sulfinic and sulfonic esters from sulfonyl hydrazides yields insights into radical-mediated pathways, optimizing ester production.

Язык: Английский

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