Recent advances in visible light-mediated chemical transformations of enaminones

Chinese Chemical Letters, Год журнала: 2023, Номер 35(2), С. 108977 - 108977

Опубликована: Авг. 26, 2023

Язык: Английский

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

Organic Letters, Год журнала: 2024, Номер 26(25), С. 5263 - 5268

Опубликована: Июнь 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.

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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Three-Component Fusion to Pyrazolo[5,1-a]isoquinolines via Rh-Catalyzed Multiple Order Transformation of Enaminones

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4833 - 4838

Опубликована: Март 22, 2023

A facile and practical method for the synthesis of fused tricyclic pyrazolo[5,1-a]isoquinolines has been realized via reactions enaminones, hydrazine hydrochloride, internal alkynes. By means Rh catalysis, extraordinary high-order bond functionalization, including transformation aryl C–H, ketone C═O, alkenyl C–N bonds in marks major feature cascade reactions. The results disclose individual advantage enaminones design novel efficient synthetic methods.

Язык: Английский

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An electrochemical-enabled cascaded cyclization of enaminones with potassium thiocyanate and alcohols to access 2-alkoxythiazoles

Green Chemistry, Год журнала: 2023, Номер 25(12), С. 4656 - 4661

Опубликована: Янв. 1, 2023

An electrochemical-enabled three-component cascaded cyclization of enaminones with potassium thiocyanate and alcohols to access 2-alkoxythiazoles has been developed under external oxidant-free conditions.

Язык: Английский

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Annulation of enaminones with quinonediimides/quinoneimides for selective synthesis of indoles and 2-aminobenzofurans

Chemical Communications, Год журнала: 2023, Номер 59(45), С. 6885 - 6888

Опубликована: Янв. 1, 2023

The annulation reactions of enaminones with quinonediimides/quinoneimides for the selective synthesis indoles and 2-aminobenzofurans have been realized. With Zn(II) catalysis, quinonediimides reacted to give via HNMe2-elimination-based aromatization. Fe(III) quinoneimides provided a key dehydrogenative

Язык: Английский

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Photocatalytic Pyridine Synthesis with Enaminones and TMEDA under Metal-Free Conditions

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 11060 - 11066

Опубликована: Июль 24, 2024

Reported herein is a new photocatalytic annulation for the synthesis of 2,3,4,6-tetrasubstituted pyridines with enaminones and N,N,N′,N′-tetramethyl ethylenediamine (TMEDA). The reactions take place without requiring transition metal reagent provide products broad scope. methyl in TMEDA acts as carbon source pyridine ring construction, BrCF2CO2Et plays role terminal oxidant free radical quenching.

Язык: Английский

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I₂‐Promoted [3+2] Cyclization of Thiocarbamates with Enaminones: a Protocol for the Synthesis of Polysubstituted Thiazol‐2(3H)‐ones

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(7), С. 1649 - 1653

Опубликована: Фев. 7, 2024

Abstract An I 2 ‐promoted [3+2] cyclization reaction between thiocarbamates with enaminones has been developed for the synthesis of thiazol‐2(3 H )‐one derivatives. This protocol involves C−S and C−N bond formation exhibits good functional group tolerance. The proceeded well at room temperature provided up to 98% yield desired products.

Язык: Английский

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Transition-Metal-Free C–H Trifluoromethylthiolation of N,N-Disubstituted Enaminones To Access CF₃S-Functionalized Enaminones and Their Application in the Synthesis of CF₃S-Heteroaryls

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 9078 - 9085

Опубликована: Июнь 3, 2024

The α-C–H trifluoromethylthiolation of N,N-disubstituted enaminones has been achieved with simple and cheap CF3SO2Na as the CF3S source. reactions were run at mild temperature (0 °C to rt) using POCl3 only reducing reagent. work represents first example on synthesis α-trifluoromethylthio via direct C–H functionalization. In addition, resulting CF3S-functionalized have proven useful building blocks in various heteroaromatic compounds by annulation reactions.

Язык: Английский

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Catalyst-Free Cascade Annulation of Enaminones and Aryl Diazonium Tetrafluoroboronates for Cinnoline Synthesis and the Anti-Inflammatory Activity Study

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(4), С. 2433 - 2442

Опубликована: Фев. 8, 2023

A simple and concise method for the synthesis of cinnolines has been developed by reactions readily available enaminones aryl diazonium tetrafluoroboronates. The run efficiently to provide with broad diversity in substructure heating dimethyl sulfoxide without using any catalyst or additive. In addition, primary investigation anti-inflammatory activity these products leads observation p-chlorobenzoyl (3f) p-nitrobenzoyl (3j) as attractive compounds vitro.

Язык: Английский

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