Electrolytic reduction of azidochalcones

Knittel, D.; Rao, V. Suryanarayana

doi:10.1007/bf00811331

Cited by 8 publications

(4 citation statements)

References 12 publications

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“…221 Electrolytic reduction Z-a-azidochalcones Z-338 and related systems were studied by Knittel and Rao. 250,251 They established that Z-a-aminochalcones Z-400 could be isolated in excellent yields in the presence of acetic acid additive. Up to now, this is the only method to prepare these enamines since in the catalytic reduction of a-azidochalcones simultaneous reduction of both the azido group and the double bond takes place.…”

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confidence: 99%

Syntheses and transformations of α-azido ketones and related derivatives

2011

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Organic azides are known and utilized in the synthetic organic chemistry as amine precursors, potential sources of nitrenes, dipoles useful in 1,3-dipolar cycloadditions and starting materials of phosphoranes for a long time, and their literature has been overviewed by several authors. On the other hand, there are some special subclasses within the azides which possess peculiar and interesting properties differing from those of the majority and offering extra synthetic possibilities. In this critical review we wish to give an exhaustive overview on the synthesis and synthetic potential of α-azido ketones and related systems, an underestimated group of compounds. The enhanced acidity of the α-hydrogen offers various new synthetic applications including the creation of a new C-C bond, while the joint presence of the carbonyl and vinyl functions of α-azido-α,β-unsaturated ketones results in a special reactivity, too. Chemo- and stereoselectivity issues also represent important points which are discussed in detail. Finally, the usefulness of the titled derivatives in the synthesis of various heterocycles is reviewed (273 references).

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Syntheses and transformations of α-azido ketones and related derivatives

2011

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“…44,53,54 For instance, such stock solutions have been used in MeCN, DMSO or DMF in studies on cathodic SO 2 reduction studies or the synthesis of sulfones from alkyl halides. [55][56][57][58][59][60] laboratory. In such cases, solid, bench stable SO 2 surrogates provide a safe and easy-to-handle alternative, albeit connected with a lower atom-economy.…”

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confidence: 99%

Advances in photochemical and electrochemical incorporation of sulfur dioxide for the synthesis of value-added compounds

et al. 2021

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“… [101] Afterwards, several α‐azidochalcones were prepared via condensation of α‐N 3 ‐acetophenones with aromatic aldehydes in the presence of piperidinium acetate [102] . Moreover, α‐zidochalcones have been converted electrochemically to α‐minochalcones [103] …”

Section: Different α‐Substituted Chalconesmentioning

confidence: 99%

α‐Substituted Chalcones: A Key Review

Al-Rifai

Mubarak

2021

ChemistrySelect

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Chalcones are attractive chemical motifs with various biological activities. Aryl substituted chalcones have been extensively studied and reviewed through the years. However, α‐substituted chalcones have rarely been investigated. Hence, this review highlights the α‐substituted chalcones: their synthetic routes, reported biological activities, and transformations to other organic compounds. To the best of our knowledge, this would be the first comprehensive review about α‐substituted chalcones. α‐Substitution of chalcones represents a promising approach to tune their reactivity since it has a direct influence on their activity as Michael acceptors. Additionally, α‐substitution has its effect on the structure and conformation of chalcones. Altering the reactivity of chalcones by α‐substitution has a great impact on their biological activity.

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Electrolytic reduction of azidochalcones

Cited by 8 publications

References 12 publications

Syntheses and transformations of α-azido ketones and related derivatives

Syntheses and transformations of α-azido ketones and related derivatives

Advances in photochemical and electrochemical incorporation of sulfur dioxide for the synthesis of value-added compounds

α‐Substituted Chalcones: A Key Review

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