Potassium carbonate as a base for generation of carbanions from CH-acids in organic synthesis

Khachatryan, D. S.; Matevosyan, K. R.

doi:10.1007/s11172-016-1260-z

Cited by 11 publications

(4 citation statements)

References 54 publications

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“…For the alkylation of compounds being relatively strong CH acids, and sensitive toward hydrolysis (diethyl malonate, methyl cyanoacetate, ethyl acetoacetate, etc. ), less active bases, such as solid potassium carbonate, assure good results (Scheme 5) [21][22][23].…”

Section: Interfacial Regionmentioning

confidence: 99%

Chlorine in an Organic Molecule, a Universal Promoter—Workhorse—Of Reactions

Mąkosza,

Fedoryński

2023

Molecules

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Due to the electronic configuration of the atom and charge of the nucleus, the chlorine in organic molecules can exert a variety of effects. It can depart as a chloride anion in the process of substitution and elimination, facilitates the abstraction of protons and stabilizes generated carbanions, exerts moderate stabilizing effect of carbenes, carbocations and radicals. There are frequent cases where chlorine substituent promotes more than one transformation. These rich effects of chlorine substituent will be illustrated by examples of our work.

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Section: Interfacial Regionmentioning

confidence: 99%

Chlorine in an Organic Molecule, a Universal Promoter—Workhorse—Of Reactions

Mąkosza,

Fedoryński

2023

Molecules

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“…[9][10][11] Antibacterial activity of flavonoids, including chrysin, has been reported against Grampositive and Gram-negative bacteria. [12][13][14][15][16] 7-O-Alkylchrysin derivatives have been explored for anticancer activity. 17 Our group has extensive expertise in synthesising different flavonoid derivatives.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis and biological evaluation of chrysin derivatives

Omonga

Zia²,

Ghanbour

et al. 2021

Journal of Chemical Research

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In this paper, novel synthetic methods, including microwave O-alkylation, were used to produce several chrysin derivatives. These compounds were purified, characterised and tested on different cell lines and bacterial strains. From this family, 7-(2,4-dinitrophenoxy)-5-hydroxy-3-phenyl-4H-chromen-4-one (C3) was shown to be extremely active on bacterial strains methicillin-resistant Staphylococcus aureus, Pseudomonas aeruginosa and Klebsiella pneumoniae as well as having anticancer activity on a range of cancer cell lines with IC50 values less than 30 µM. Chrysin has been known for their anticancer and antimicrobial properties, and this study not only corroborates this but also shows that it is possible to synthesise new improved derivatives with therapeutic possibilities.

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“…The study of the regiochemistry of the alkylation process takes one of the key positions in the development of the organic synthesis methodology [1][2][3][4][5][6][7][8]. A classic synthetic problem that remains unresolved is a reaction that involves the control of N-and / or O-alkylation of ambident anions, in particular, the study of the process of N-and O-alkylation of quinazolinones.…”

Section: Introductionmentioning

confidence: 99%

N- and / or O- Alkylation of Quinazolinone Derivatives

Khachatryan

2020

OMCIJ

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Potassium carbonate as a base for generation of carbanions from CH-acids in organic synthesis

Cited by 11 publications

References 54 publications

Chlorine in an Organic Molecule, a Universal Promoter—Workhorse—Of Reactions

Chlorine in an Organic Molecule, a Universal Promoter—Workhorse—Of Reactions

Facile synthesis and biological evaluation of chrysin derivatives

N- and / or O- Alkylation of Quinazolinone Derivatives

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