Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones
Publication type: Journal Article
Publication date: 2009-03-19
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
19298073
Organic Chemistry
Abstract
A facile, experimentally simple, and selective method was developed for the synthesis of bridged 1,2,4,5-tetraoxanes based on the reaction of hydrogen peroxide with beta-diketones catalyzed by strong acids (H(2)SO(4), HClO(4), HBF(4), or BF(3)). The yields of the target products vary from 44% to 77%. 1,2,4,5-Tetraoxanes can easily be separated from other reaction products by column chromatography. A high concentration of a strong acid is a key factor determining the selectivity of formation and the yield of 1,2,4,5-tetraoxanes. Unlike many compounds containing the O-O bond, which undergo rearrangements in acidic media, the resulting cyclic peroxides are quite stable under these conditions.
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52
Total citations:
52
Citations from 2024:
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(11.54%)
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GOST
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Terent'ev A. O. et al. Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones // Journal of Organic Chemistry. 2009. Vol. 74. No. 9. pp. 3335-3340.
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Terent'ev A. O., Borisov D. A., Chernyshev V. V., Nikishin G. I. Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones // Journal of Organic Chemistry. 2009. Vol. 74. No. 9. pp. 3335-3340.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jo900226b
UR - https://doi.org/10.1021/jo900226b
TI - Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones
T2 - Journal of Organic Chemistry
AU - Terent'ev, Alexander O.
AU - Borisov, Dmitry A
AU - Chernyshev, V. V.
AU - Nikishin, Gennady I.
PY - 2009
DA - 2009/03/19
PB - American Chemical Society (ACS)
SP - 3335-3340
IS - 9
VL - 74
PMID - 19298073
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2009_Terent'ev,
author = {Alexander O. Terent'ev and Dmitry A Borisov and V. V. Chernyshev and Gennady I. Nikishin},
title = {Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones},
journal = {Journal of Organic Chemistry},
year = {2009},
volume = {74},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/jo900226b},
number = {9},
pages = {3335--3340},
doi = {10.1021/jo900226b}
}
Cite this
MLA
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Terent'ev, Alexander O., et al. “Facile and Selective Procedure for the Synthesis of Bridged 1,2,4,5-Tetraoxanes; Strong Acids As Cosolvents and Catalysts for Addition of Hydrogen Peroxide to β-Diketones.” Journal of Organic Chemistry, vol. 74, no. 9, Mar. 2009, pp. 3335-3340. https://doi.org/10.1021/jo900226b.