Chloride‐Promoted Photoelectrochemical C—H Silylation of Heteroarenes^†

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(22), P. 2963 - 2968

Published: June 24, 2023

Comprehensive Summary A photoelectrochemical approach for the C—H silylation of heteroarenes through dehydrogenation cross‐coupling with H 2 evolution has been developed. The depends on hydrogen atom transfer (HAT) from silanes to Cl‐radical generated light‐induced homolytic cleavage Cl , in which was produced by electrochemical oxidation chloride. large number silylated heterocyclic molecules are rapidly constructed satisfactory yields without relying oxidants and metal reagents.

Language: Английский

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Rongalite as C1 Synthon in the Synthesis of Divergent Pyridines and Quinolines

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(11), P. 7188 - 7198

Published: May 12, 2023

Rongalite has been used as a cheap and efficient carbon synthon for the synthesis of divergent N-heteroaromatics, including different pyridines quinolines. The selective products can be achieved by employing enaminones or enaminones/anilines reaction partners. In addition, compared with using conventional aldehyde synthons, rongalite displays an evident advantage in providing considerably higher product yields under milder conditions. GC-MS analysis process performed to probe possible mechanism.

Language: Английский

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A general electron donor–acceptor complex enabled cascade cyclization of alkynes to access sulfur-containing heterocycles

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(8), P. 3111 - 3116

Published: Jan. 1, 2023

A general visible light-promoted and electron–donor–acceptor complex-enabled cascade reaction of alkynes to produce functionalized sulfur-containing heterocycles under photocatalyst-, base-, oxidant- metal-free conditions was developed.

Language: Английский

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Direct Hydrodefluorination of CF₃-Alkenes via a Mild S_N2′ Process Using Rongalite as a Masked Proton Reagent

Organic Letters, Journal Year: 2023, Volume and Issue: 25(13), P. 2294 - 2299

Published: March 23, 2023

A concise and efficient hydrodefluorination process was developed for the synthesis of gem-difluoroalkenes. This reaction employs rongalite as a masked proton source does not require any additional catalysts or reductants. Notably, trifluoromethyl alkenes having both terminal internal double bonds are compatible with this process, allowing wider range substrates. The successful late-stage functionalizations pharmaceuticals gram-scale syntheses were used to demonstrate viability method.

Language: Английский

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Cu(ii)-catalyzed domino construction of spironaphthalenones by dearomatization of β-naphthols and using N,N-dimethylaminoethanol as a C1 synthon

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(15), P. 3101 - 3104

Published: Jan. 1, 2023

Herein, a Cu(II)-catalyzed facile construction of synthetically valuable spiro compounds from β-naphthols in air is reported, which N,N-dimethylaminoethanol (DMEA) serves as an efficient and unique C1 synthon. This transformation proceeds through ortho-quinone methide (o-QM) formation/Michael addition/dearomatization sequence, affording various spiro(naphthalenenaphtho)furan-2-ones moderate to excellent yields.

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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Photocatalyzed C3-α-aminoalkylation of quinoxalin-2(1H)-ones with amino acid-derived oxime esters under metal-free conditions

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 573, P. 114795 - 114795

Published: Jan. 5, 2025

Language: Английский

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

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(45), P. 6885 - 6888

Published: Jan. 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

Language: Английский

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Annulative Nonaromatic Newman–Kwart-Type Rearrangement for the Synthesis of Sulfur Heteroaryls

Organic Letters, Journal Year: 2023, Volume and Issue: 26(1), P. 46 - 50

Published: Dec. 27, 2023

By employing enaminones and thiuram disulfides as starting materials, the frontiers of Newman–Kwart rearrangement have been expanded to alkenyl system for first time. In addition, instead leading formation simple carbamothioates, has led unprecedented construction S-heteroaryls. Depending on differences in enaminone structure, efficient synthesis functionalized isothiazoles thiophenes achieved.

Language: Английский

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Visible‐Light‐Induced Domino Cyclization to Access Pyrido[2,3‐d]pyrimidine‐2,4‐diones via a Radical‐Polar Crossover Reaction

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(19), P. 2346 - 2350

Published: May 27, 2024

Comprehensive Summary Catalytic and green strategies for the synthesis of privileged scaffolds are synthetically appealing. We now report a radical‐polar crossover (RPC)‐enabled three‐component cyclization bromodifluoroalkyls with enaminones 6‐aminouraciles via visible‐light‐induced domino cyclization. The reaction exhibited broad substrate scope (> 40 examples) including complex molecules, which highlighted utility this strategy construction library bioactive analogs.

Language: Английский

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