Construction of diaminobenzoquinone imines via ferrocene-initiated radical reaction of benzoquinone with amines

Feng, Yadong; Liu, Ying; Fu, Qi; Zou, Zhongai; Shen, Jinhai; Cui, Xiuling

doi:10.1016/j.cclet.2019.09.026

Cited by 11 publications

(2 citation statements)

References 54 publications

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“…With the widespread use of sulfonamides and lipids, − sulfonamides have become the most commonly used antibacterial drugs today, with a wide range of biological and pharmacological activities, including antibacterial, antitumor, and antiviral effects, while carboxylic acid esters also have important uses in the coatings and pharmaceutical industries. Over time, researchers have identified a wide range of indications, such as Alzheimer’s disease and other central nervous system disorders, diabetes mellitus, and various cancers .…”

Section: Introductionmentioning

confidence: 99%

Base-Mediated Coupling Reactions of Benzenesulfonyl Azides with Proline: Synthesis of Proline-Derived Benzenesulfonamides

et al. 2021

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Sulfonamides and lipids are widely found in natural products, bioactive substances, and pharmaceuticals. Here, we report N -sulfonylation and esterification of carboxylic acids in an environment-friendly one-pot tandem protocol involving 1,2-dichloroethane (DCE). Moreover, 1,8-diazabicyclo (5.4.0) undec-7-ene was necessary for this reaction as a strong base, which drives the reaction to completion. Although DCE is a very low activity reagent, it acts not only as a solvent but also as a reactant in the reaction. The β-chloroester contained in the reaction product can be easily dissociated to react with N, S, and O atoms, increasing the possibility for subsequent synthesis.

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Section: Introductionmentioning

confidence: 99%

Base-Mediated Coupling Reactions of Benzenesulfonyl Azides with Proline: Synthesis of Proline-Derived Benzenesulfonamides

et al. 2021

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“…Selenylated quinolone is a particularly valuable quinolone derivative. The cross-dehydrogenative coupling (CDC) reaction has been regarded as an environmentally friendly and atom economical method for carbon-carbon/heteroatom coupling which avoids tedious pretreatment steps [12][13][14][15][16][17][18][19][20][21]. Previously, four CDC processes for 4-quinolones and diorganyl diselenides [22][23][24][25][26][27][28][29][30][31] have been developed to synthesize 3-organylselenyl quinolones.…”

mentioning

confidence: 99%

Sustainable electrochemical cross-dehydrogenative coupling of 4-quinolones and diorganyl diselenides

Chen

Gui

et al. 2021

Chinese Journal of Catalysis

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Substrate‐Dependent Divergent Oxyamination of beta‐Tetralones Enabling Modular Synthesis of 2‐Amino‐para‐Iminonaphthoquinones and 4‐Amino‐1,2‐Naphthoquinone Derivatives

Wang

Huang

et al. 2023

Adv Synth Catal

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A regioselective synthesis of 2-amino-para-iminonaphthoquinones and 4-amino-1,2-naphthoquinones was described via the substrate-dependent divergent multi-functionalization of β-tetralone with primary and secondary amines under metal-free conditions. This developed strategy features extremely green and mild conditions (O 2 as oxidant, ethanol as solvent under ambient temperature), broad substrate scope, and various pharmaceutical derivatizations.

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Construction of diaminobenzoquinone imines via ferrocene-initiated radical reaction of benzoquinone with amines

Cited by 11 publications

References 54 publications

Base-Mediated Coupling Reactions of Benzenesulfonyl Azides with Proline: Synthesis of Proline-Derived Benzenesulfonamides

Base-Mediated Coupling Reactions of Benzenesulfonyl Azides with Proline: Synthesis of Proline-Derived Benzenesulfonamides

Sustainable electrochemical cross-dehydrogenative coupling of 4-quinolones and diorganyl diselenides

Substrate‐Dependent Divergent Oxyamination of beta‐Tetralones Enabling Modular Synthesis of 2‐Amino‐para‐Iminonaphthoquinones and 4‐Amino‐1,2‐Naphthoquinone Derivatives

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