Recent advances in visible light-mediated chemical transformations of enaminones

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 35(2), P. 108977 - 108977

Published: Aug. 26, 2023

Language: Английский

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Review of application of the I₂ and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(9), P. 2665 - 2692

Published: Jan. 1, 2024

The synthesis of small molecules and complex scaffolds is one the most important topics in organic synthesis.

Language: Английский

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Electrochemical enaminone C–H thiolation/C–N amination cascade for thiazole synthesis and its diastereoselective dearomatization

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(13), P. 5058 - 5063

Published: Jan. 1, 2022

The electrochemical annulation of enaminones/analogous enamines and thioureas providing 2-aminothiazoles has been realized. Modulating the electrolyte enables diastereoselective synthesis 4,5-dialkoxyl thiazolines by dearomatization.

Language: Английский

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Advances in the Transition Metal‐Free C—H Trifluoromethylation

Chinese Journal of Chemistry, Journal Year: 2022, Volume and Issue: 40(21), P. 2582 - 2594

Published: July 18, 2022

Comprehensive Summary Trifluoromethyl group is one of the most frequently available and promising functional groups in pharmaceutical, agrochemical as well material molecules. Developing synthetic methods for synthesis trifluoromethyl functionalized compounds by trifluoromethylation reactions occupies significant position modern organic chemistry. On other hand, a typical tool sustainable synthesis, transition metal‐free possesses unique advantages atom economy, easy product purification excellent eco‐tolerance. Consequently, constitute important approaches accessing trifluoromethylated Herein, advances C—H are reviewed first time. According to updated state‐of‐art, both catalytic conventional heating chemistry more photocatalysis included, covering C(sp 3 )–H bond, aromatic 2 bond non‐aromatic different substrates over last five years (2017—2021).

Language: Английский

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I2-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 36(1), P. 109799 - 109799

Published: March 20, 2024

Language: Английский

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Photocatalytic C–H Thiocyanation of NH₂-Enaminones and the Tunable Synthetic Routes to 2-Aminothiazoles and 2-Thiazolinones

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(19), P. 13195 - 13203

Published: Sept. 15, 2022

Visible light photocatalytic reactions of NH2-enaminones and ammonium thiocyanate for chemoselective α-C-H thiocyanation have been realized the first time, providing a sustainable route synthesis thiocyanated NH2-enaminones. In addition, enaminone products can be flexibly transformed into 2-aminothiazoles 2-thiazolinones via simple operation.

Language: Английский

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Cascade in Situ Iodination, Chromone Annulation, and Cyanation for Site-Selective Synthesis of 2-Cyanochromones

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(6), P. 4017 - 4023

Published: March 2, 2023

A facile cascade reaction for the site selective synthesis of 2-cyanochromones is described. By using simple o-hydroxyphenyl enaminones and potassium ferrocyanide trihydrate (K4[Fe(CN)6]3·3H2O) as starting materials I2/AlCl3 promoters, products are furnished via tandem chromone ring formation C–H cyanation. The in situ 3-iodochromone a formal 1,2-hydrogen atom transfer (HAT) process account unconventional selectivity. In addition, 2-cyanoquinolin-4-one has been realized by employing corresponding 2-aminophenyl enaminone substrate.

Language: Английский

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Rh-Catalyzed C–H Activation/Annulation of Enaminones and Cyclic 1,3-Dicarbonyl Compounds: An Access to Isocoumarins

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(9), P. 5348 - 5358

Published: April 3, 2023

A facile access to isocoumarins has been established via rhodium(III)-catalyzed C-H bond activation and intramolecular C-C cascade annulation of enaminones cyclic 1,3-dicarbonyl compounds. The synthetic protocol features a wide range substrates with high functional group tolerance, mild reaction conditions, the selective cleavage enaminone bond. Notably, compounds can in situ-generate iodonium ylide as carbene precursor prepare polycyclic scaffolds by reacting PhI(OAc)2. application this method useful precursors bioactive skeletons is also exemplified.

Language: Английский

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Progress in the Study of α-Functionalization of Enaminone

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(2), P. 602 - 602

Published: Jan. 1, 2023

烯胺酮是一类非常重要的有机合成砌块, 具有易获得、储存方便、反应多样性等优点. 更重要的是, 烯胺酮是许 多杂环化合物的重要前体.最近

Language: Английский

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I₂-DMSO mediated dual α,β-C(sp²)–H functionalization/bicyclization of o-hydroxyphenyl enaminones to construct C2,C3-disubstituted chromone derivatives: chromeno[2,3-b]pyrrol-4(1H)-ones

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(19), P. 4843 - 4847

Published: Jan. 1, 2023

An unprecedented dual α,β-C(sp 2 )–H functionalization/bicyclization strategy of o -hydroxyphenyl enaminones for the preparation chromeno[2,3- b ]pyrrol-4(1 H )-ones has been established.

Language: Английский

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