Transition-metal-free mono- or dinitration of protected anilines

Dai, Enrui; Dong, Yongrui; Kong, Rui; Liu, Guangzhang; Dong, Ying; Wu, Qiong; Liang, Deqiang; Ma, Yi

doi:10.1080/00397911.2020.1752730

Synthetic Communications

2020

DOI: 10.1080/00397911.2020.1752730

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Transition-metal-free mono- or dinitration of protected anilines

Enrui Dai

Yongrui Dong

Rui Kong

et al.

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Cited by 6 publications

References 44 publications

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Synthesis of N,N‐Disubstituted Hydrazines by Electrocatalytic Addition of Hydrazines to α,β‐Unsaturated Carbonyl Compounds

Xu,

Zhang,

et al. 2024

Adv Synth Catal

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A strategy for the synthesis of N,N‐disubstituted hydrazines via the electrocatalytic addition of hydrazine to α,β‐unsaturated carbonyl compounds is reported. The reaction was carried out under constant current electrolytic conditions in an undivided cell. Using this methodology, various N,N‐disubstituted hydrazines are prepared with 57‐94% yields in 40 min. By adding cyclohexanone and acetic acid to the reaction mixture of N,N‐disubstituted hydrazines and heating for 2 h, a "one‐pot" synthesis of N‐substituted indoles has also been developed. Furthermore, based on cyclic voltammetry and controlled experiments, a plausible mechanism involving the radical pathway is proposed.

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Synthesis of N,N‐Disubstituted Hydrazines by Electrocatalytic Addition of Hydrazines to α,β‐Unsaturated Carbonyl Compounds

Xu,

Zhang,

et al. 2024

Adv Synth Catal

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Recent progress in the nitration of arenes and alkenes

et al. 2021

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Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

et al. 2022

Org. Biomol. Chem.

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Transition-metal-free mono- or dinitration of protected anilines

Cited by 6 publications

References 44 publications

Synthesis of N,N‐Disubstituted Hydrazines by Electrocatalytic Addition of Hydrazines to α,β‐Unsaturated Carbonyl Compounds

Synthesis of N,N‐Disubstituted Hydrazines by Electrocatalytic Addition of Hydrazines to α,β‐Unsaturated Carbonyl Compounds

Recent progress in the nitration of arenes and alkenes

Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

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