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1.
Org Lett ; 26(20): 4297-4301, 2024 May 24.
Artigo em Inglês | MEDLINE | ID: mdl-38739778

RESUMO

A three-component reaction for the synthesis of dihydropyrrolo[3,4-e][1,3]thiazines has been developed. Elemental sulfur, maleimides, and 1,3,5-triazinanes are assembled together through sulfuration/nucleophilic attack in N-methylpyrrolidin-2-one (NMP) under mild conditions. A small amount of NaHCO3 is important for the activation of the reaction. In this method, sulfur plays a dual role in thiazine ring formation, while triazinanes are utilized as three-atom synthons in the annulation reaction.

2.
Materials (Basel) ; 16(14)2023 Jul 11.
Artigo em Inglês | MEDLINE | ID: mdl-37512212

RESUMO

An abundant hollow nanostructure is crucial for fast Li+ and K+ diffusion paths and sufficient electrolyte penetration, which creates a highly conductive network for ionic and electronic transport. In this study, we successfully developed a molecular-bridge-linked, organic-inorganic hybrid interface that enables the preparation of in situ nitrogen-doped hollow carbon nanospheres. Moreover, the prepared HCNSs, with high nitrogen content of up to 10.4%, feature homogeneous and regular morphologies. The resulting HCNSs exhibit excellent lithium and potassium storage properties when used as electrode materials. Specifically, the HCNS-800 electrode demonstrates a stable reversible discharge capacity of 642 mA h g-1 at 1000 mA g-1 after 500 cycles for LIBs. Similarly, the electrode maintains a discharge capacity of 205 mA h g-1 at 100 mA g-1 after 500 cycles for KIBs. Moreover, when coupled with a high-mass-loading LiFePO4 cathode to design full cells, the HCNS-800‖LiFePO4 cells provide a specific discharge capacity of 139 mA h g-1 at 0.1 C. These results indicate that the HCNS electrode has promising potential for use in high-energy and environmentally sustainable lithium-based and potassium-based batteries.

3.
J Org Chem ; 88(11): 7489-7497, 2023 Jun 02.
Artigo em Inglês | MEDLINE | ID: mdl-37114576

RESUMO

A designed method for the preparation of 3-aminomethylated maleimides via Morita-Baylis-Hillman (MBH) reaction was developed. This phosphine-catalyzed coupling adopted maleimides and 1,3,5-triazinanes as the substrate, giving a series of 3-aminomethylated maleimide derivatives with a double bond retained on the maleimide ring in 41-90% yield. Acylation, isomerization, and Michael addition of the obtained products demonstrated the synthetic application of the present protocol. The results of control experiments indicated that phosphorus ylide formation and elimination take place during the reaction pathway.

4.
J Org Chem ; 87(5): 2711-2720, 2022 Mar 04.
Artigo em Inglês | MEDLINE | ID: mdl-35018783

RESUMO

An efficient annulation method for the synthesis of polysubstituted dihydrofurans from 1,3-dicarbonyl compounds and maleimides is described. The reactions can afford furo[2,3-c]pyrrole derivatives with satisfactory yields. The developed strategy realizes the direct oxidative double C(sp3)-H functionalization in the presence of copper(I) salts and 2-(tert-butylperoxy)-2-methylpropane. Meanwhile, this protocol features a mild reaction condition and simple catalytic system. A reaction mechanism involving a single electron oxidation is also proposed.

5.
J Org Chem ; 84(17): 11032-11041, 2019 Sep 06.
Artigo em Inglês | MEDLINE | ID: mdl-31333030

RESUMO

A regioselective synthesis of polysubstituted dihydropyrazoles and pyrazoles through an iodine-catalyzed oxidative cyclization strategy of aldehyde hydrazones with electron-deficient olefins is described. The protocol adopts very mild reaction conditions and provides desirable yields. The reaction is supposed to proceed via a cascade C-H functionalization, C-N bond formation, and oxidation sequential processes. The overall simplicity and regioselectivity of the catalytic system make this approach a valuable and step-economical tool to construct a C-C bond for the synthesis of Mefenpyr-Diethyl.

6.
Org Lett ; 21(16): 6270-6274, 2019 Aug 16.
Artigo em Inglês | MEDLINE | ID: mdl-31348662

RESUMO

A reductive radical relay strategy for the construction of fused benzo[e]isoindole-1,3,5-trione through a reaction of α-bromo ketones with maleimides in the presence of Ir(ppy)3 under visible-light irradiation is described. The protocol employs very mild reaction conditions and offers satisfactory yields. Moreover, the reaction proceeds through a cascade C(sp3)-Br/C(sp2)-H functionalization, double C-C bond formation, and oxidative aromatization sequence.

7.
Org Lett ; 21(13): 5046-5050, 2019 Jul 05.
Artigo em Inglês | MEDLINE | ID: mdl-31247786

RESUMO

A variety of pyrrolo[3,4- c]pyrazole derivatives from readily available aldehyde hydrazones and maleimides via direct oxidative coupling under radical cascade reaction have been reported. This method offers satisfactory chemical yields and good functional group compatibility. Moreover, this practical approach is catalyzed by CuCl utilizing air as the oxidant and some control experiments were performed to elaborate the mechanism.

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