2018
DOI: 10.3390/molecules23071715
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Convenient Method of Synthesizing Aryloxyalkyl Esters from Phenolic Esters Using Halogenated Alcohols

Abstract: A facile one-pot synthetic method of building aryloxyalkyl esters was developed using various types of phenolic esters with halogenated alcohols. The ready availability of both starting materials, coupled with the required simple experimental technique, enables the current synthetic method of producing aryloxyalkyl esters in a fast and efficient way. It is noteworthy that acyl transfer was demonstrated in this reaction.

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Cited by 5 publications
(4 citation statements)
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“…Compound 2 M was prepared by reacting acetated phenolic aldehydes with 3-bromo-propanol in N,N-dimethylformamide at 80 °C in the presence of Cs 2 CO 3 . 26 As an important intermediate, tetrahydroisoindole 1 was obtained from cyclohexene through four-step reactions with benzenesulfinic acid, N-iodosuccinimide, ethyl isocyanoacetate, and potassium hydroxide as reagents in sequence, according to Table 1. Photophysical Properties of I 1-15 in Q Bands To study the influence of the molecular orbital energy gaps on the absorption wavelength of the glycol m-Ph 4 TBP, DFT calculations were performed using B3LYP/6-31G (d).…”
mentioning
confidence: 99%
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“…Compound 2 M was prepared by reacting acetated phenolic aldehydes with 3-bromo-propanol in N,N-dimethylformamide at 80 °C in the presence of Cs 2 CO 3 . 26 As an important intermediate, tetrahydroisoindole 1 was obtained from cyclohexene through four-step reactions with benzenesulfinic acid, N-iodosuccinimide, ethyl isocyanoacetate, and potassium hydroxide as reagents in sequence, according to Table 1. Photophysical Properties of I 1-15 in Q Bands To study the influence of the molecular orbital energy gaps on the absorption wavelength of the glycol m-Ph 4 TBP, DFT calculations were performed using B3LYP/6-31G (d).…”
mentioning
confidence: 99%
“…By using a nucleophilic substitution reaction between hydroxybenzaldehydes and 2-bromoalkyl acetate in the presence of excess K 2 CO 3 in N,N -dimethylformamide, aromatic aldehyde derivatives (2 G‑L, N–O ) were obtained. Compound 2 M was prepared by reacting acetated phenolic aldehydes with 3-bromo-propanol in N,N -dimethylformamide at 80 °C in the presence of Cs 2 CO 3 …”
mentioning
confidence: 99%
“…18 Although hydrophobicity of Wog enhanced by acylation of aromatic and aliphatic compounds, the desired product was rarely obtained. 19 Furthermore, systemically administering high-dose Wog to achieve effective concentrations in blood and at defects might increase the risk of potential side effects. Therefore, the development of smart drug delivery substrates to reduce administrating dosage and improve therapeutic effectiveness is required.…”
mentioning
confidence: 99%
“…However, the hydrophobicity of Wog affects its clinical efficacy . Although hydrophobicity of Wog enhanced by acylation of aromatic and aliphatic compounds, the desired product was rarely obtained . Furthermore, systemically administering high-dose Wog to achieve effective concentrations in blood and at defects might increase the risk of potential side effects.…”
mentioning
confidence: 99%