Photoinduced, additive- and photosensitizer-free multi-component synthesis of naphthoselenazol-2-amines with air in water

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(20), P. 7983 - 7987

Published: Jan. 1, 2023

An atom- and step-economical, efficient eco-friendly method for constructing naphthoselenazol-2-amines through a visible-light photocatalytic multi-component reaction under aqueous phase conditions is reported.

Language: Английский

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Electrochemical Multicomponent Cascade Reaction for the Synthesis of Selenazol-2-amines with Elemental Selenium

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 4113 - 4119

Published: March 6, 2024

The first example of an electrochemical multicomponent synthesis selenium-containing compounds with inexpensive and abundant elemental selenium as the selenating reagent was developed. A variety selenazol-2-amines were constructed in high yields good functional group tolerance under metal-free chemical oxidant-free conditions.

Language: Английский

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L-proline-Brønsted acid deep eutectic mixture (DEM) triggered consecutive Claisen–Schmidt and Michael addition reactions

Research on Chemical Intermediates, Journal Year: 2024, Volume and Issue: 50(3), P. 1273 - 1286

Published: Jan. 27, 2024

Language: Английский

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“On‐Water” Synthesis of Sterically Congested γ‐Ketophosphine Oxides Featuring a CF₃‐ and P(O)‐Tetrasubstituted Carbon Center

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(20), P. 3546 - 3552

Published: Sept. 16, 2023

Abstract The distinctive hydrophobic hydration effect in the aqueous solution contributes to success of phospha‐Michael reaction between β‐CF 3 ‐β,β‐disubstituted enones and diarylphosphine oxides, providing an access biologically relevant γ‐ketophosphine oxides bearing a sterically highly congested CF ‐ P(O)‐tetrasubstituted carbon center. More importantly, resulting products could be further transformed into densely functionalized containing

Language: Английский

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Gly-Pyrrole@SO3 coated on the surface of Fe3O4 (Fe3O4@Gly-Pyrrole@SO3H) as a new recyclable magnetic nano-catalyst for the synthesis of 2-amino-3-cyano-4H-pyrans and polyhydroquinolines

Research on Chemical Intermediates, Journal Year: 2024, Volume and Issue: 50(10), P. 4745 - 4773

Published: Aug. 9, 2024

Language: Английский

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Heteroarylation of Organophosphonium Salts with Indoles in Water: Synthesis of Symmetrical and Unsymmetrical 3,3'‐Bisindolylmethane Derivatives

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 16, 2024

Abstract A method for the synthesis of symmetrical and unsymmetrical 3,3′‐bis(indolyl)methanes (3,3′‐BIMs) has been developed through direct heteroarylation indolyl‐containing di(hetero)aryl phosphonium salts with indole derivatives in aqueous media. This metal‐free reaction proceeds smoothly under mild conditions, eliminating need hazardous solvents expensive additives/catalysts typically used conventional routes, thereby highlighting synthetic practicality efficiency process. The success this approach is largely attributed to role water as a promoter, facilitating C−P bond functionalization salts. Furthermore, demonstrates broad substrate scope, good functional group tolerance, excellent scalability. Moreover, protocol can also be extended triindolylmethane compound diarylmethylated indole.

Language: Английский

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Synthesis of Benzoselenophenes via TMSCN-Enabled Radical-Mediated Tandem Reaction Involving Enamides and Elemental Selenium

Organic Letters, Journal Year: 2023, Volume and Issue: 25(36), P. 6665 - 6670

Published: Aug. 31, 2023

This study presents a TMSCN-enabled tandem reaction involving enamides and elemental selenium to access diverse array of benzoselenophenes. Notably, this methodology involves the direct 2-fold C(sp2)-H bond activation without need for preinstalled halides or boronic acids as handles. The protocol offers several noteworthy features, including absence transition metals strong oxidants, high efficiency, broad substrate scopes, use stable source.

Language: Английский

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Electrochemical Selenylation‐Induced Annulation of Alkenyl Ureas to Access Cyclic Isoureas

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(2), P. 188 - 193

Published: Dec. 1, 2023

Abstract A direct electrosynthesis of cyclic isoureas from N ‐allyl ureas and diselenides has been described. This protocol proceeds without any additional catalyst oxidant, at room temperature under air, providing the desired products in 71–91% yield. In addition, synthesis containing five to seven‐membered rings also achieved by employment this strategy. On basis mechanism experiments previous research works, a probable is proposed.

Language: Английский

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Recent Developments in Multicomponent Reactions in Water

Published: Nov. 8, 2024

Considering the importance of field green chemistry and its evolution in past decades, use water as a solvent for organic transformations has become more relevant. This arises from fact that is cheap, nontoxic, nonflammable, readily available solvent. Furthermore, utilization chemical processes additional benefits due to advantageous physiochemical properties, such hydrogen bonding, hydrophobic effect, polarity, trans-phase interactions, high cohesive energy, negative activation volume. These properties render compelling attractive candidate viable alternative processes. Notably, water's role especially pronounced context multicomponent reactions (MCRs), it been shown enhance reaction rates. reduction steps hence decrease unit operations, MCRs are known reduce manpower, costs, time, while they also promote atom economy. Performing offers sustainable environmentally friendly approach synthesis bioactive heterocyclic compounds. review highlights latest advancements isocyanide- Knoevenagel-initiated toward

Language: Английский

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Water-enabled α-C(sp³)–H amination via [1,6]-hydride transfer: green access to diazepino[6,5,4-cd]indoles

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Water-enabled α -C(sp 3 )–H amination of 4-dialkylamino-indole-3-carbaldehydes with primary amines was developed for green synthesis diazepino[6,5,4- cd ]indoles via cascade aldimine condensation/[1,6]-hydride transfer/cyclization.

Language: Английский

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