Home / Publications / Electrophilic components in the electrochemical acetoxylation of substituted arenes

Electrophilic components in the electrochemical acetoxylation of substituted arenes

Alexander Valeryevich Burasov 1
Alexander Valeryevich Burasov
Vladimir Anushavanovich Petrosyan 1
Vladimir Anushavanovich Petrosyan
Published 2008-07-17
CommunicationVolume 18, Issue 4, 196-197
4
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Burasov A. V., Petrosyan V. A. Electrophilic components in the electrochemical acetoxylation of substituted arenes // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 196-197.
GOST all authors (up to 50) Copy
Burasov A. V., Petrosyan V. A. Electrophilic components in the electrochemical acetoxylation of substituted arenes // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 196-197.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2008.07.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.008
TI - Electrophilic components in the electrochemical acetoxylation of substituted arenes
T2 - Mendeleev Communications
AU - Burasov, Alexander Valeryevich
AU - Petrosyan, Vladimir Anushavanovich
PY - 2008
DA - 2008/07/17
PB - Mendeleev Communications
SP - 196-197
IS - 4
VL - 18
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2008_Burasov,
author = {Alexander Valeryevich Burasov and Vladimir Anushavanovich Petrosyan},
title = {Electrophilic components in the electrochemical acetoxylation of substituted arenes},
journal = {Mendeleev Communications},
year = {2008},
volume = {18},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.008},
number = {4},
pages = {196--197},
doi = {10.1016/j.mencom.2008.07.008}
}
MLA
Cite this
MLA Copy
Burasov, Alexander Valeryevich, and Vladimir Anushavanovich Petrosyan. “Electrophilic components in the electrochemical acetoxylation of substituted arenes.” Mendeleev Communications, vol. 18, no. 4, Jul. 2008, pp. 196-197. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.008.

Abstract

The mechanism of anodic acetoxylation of substituted arenes under conditions of undivided galvanostatic electrolysis in MeCN containing acetate is suggested and an important role of electrophilic components (AcOH or ZnCl2) catalyzing transformation of intermediate ipso-acetoxylated polysubstituted arenonium cations to corresponding ortho-acetoxylated arenonium cations, which give acetoxylation products after deprotonation, is experimentally proved.

References

1.
10.1016/j.mencom.2008.07.008_bib1
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2005
2.
10.1016/j.mencom.2008.07.008_bib2
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2007
3.
Anodic acetoxylation of dimethoxybenzenes
Yoshida K., Shigi M., Kanbe T., Fueno T.
Journal of Organic Chemistry, 1975
4.
Free Radical Reactions in Organic Electrode Processes. II. The Anodic Aroyloxylation of Anisole
Koyama K., Yoshida K., Tsutsumi S.
Bulletin of the Chemical Society of Japan, 1966
6.
Studies on Electrolytic Substitution Reactions. I. Anodic Acetoxylation
Eberson L., Nyberg K.
Journal of the American Chemical Society, 1966
7.
10.1016/j.mencom.2008.07.008_bib7
Chakraborti
Chem. Commun., 1896
8.
Hypervalent Iodine-Induced Nucleophilic Substitution of para-Substituted Phenol Ethers. Generation of Cation Radicals as Reactive Intermediates
Kita Y., Tohma H., Hatanaka K., Takada T., Fujita S., Mitoh S., Sakurai H., Oka S.
Journal of the American Chemical Society, 1994
10.
Regioselective Oxidation of Phenols to o-Quinones with o-Iodoxybenzoic Acid (IBX)
Magdziak D., Rodriguez A.A., Van De Water R.W., Pettus T.R.
Organic Letters, 2002