Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride
Publication type: Journal Article
Publication date: 2015-09-01
scimago Q4
wos Q4
SJR: 0.179
CiteScore: 1.4
Impact factor: 0.8
ISSN: 10703632, 16083350
General Chemistry
Abstract
Oxidation of alkyl- and alkenylisatins with m-chloroperbenzoic acid proceeds with high chemoselectivity leading to the formation of 1-substituted isatoic anhydrides (benzo[d][1,3]oxazine-2,4-diones) without epoxidation of the double bond of the alkenyl substituent. This result is in accordance with the data of DFT quantum chemical calculations using the B3LYP functional in conjunction with the basis set of atomic orbitals 6-31G(d,p). The structure of the synthesized heterocyclic compounds was proved by NMR and X-ray diffraction data.
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Total citations:
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Citations from 2024:
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(42.86%)
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BOGDANOV A. V. et al. Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride // Russian Journal of General Chemistry. 2015. Vol. 85. No. 9. pp. 2030-2036.
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BOGDANOV A. V., Sadykov T. I., Musin L. I., Khamatgalimov A. R., Krivolapov D., Dobrynin A. B., Mironov V. F. Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride // Russian Journal of General Chemistry. 2015. Vol. 85. No. 9. pp. 2030-2036.
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TY - JOUR
DO - 10.1134/S1070363215090030
UR - https://doi.org/10.1134/S1070363215090030
TI - Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride
T2 - Russian Journal of General Chemistry
AU - BOGDANOV, A. V.
AU - Sadykov, T I
AU - Musin, L I
AU - Khamatgalimov, A R
AU - Krivolapov, D.B.
AU - Dobrynin, A B
AU - Mironov, V F
PY - 2015
DA - 2015/09/01
PB - Pleiades Publishing
SP - 2030-2036
IS - 9
VL - 85
SN - 1070-3632
SN - 1608-3350
ER -
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@article{2015_BOGDANOV,
author = {A. V. BOGDANOV and T I Sadykov and L I Musin and A R Khamatgalimov and D.B. Krivolapov and A B Dobrynin and V F Mironov},
title = {Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride},
journal = {Russian Journal of General Chemistry},
year = {2015},
volume = {85},
publisher = {Pleiades Publishing},
month = {sep},
url = {https://doi.org/10.1134/S1070363215090030},
number = {9},
pages = {2030--2036},
doi = {10.1134/S1070363215090030}
}
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MLA
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BOGDANOV, A. V., et al. “Chemoselective oxidation of 1-alkenylisatins with m-chloroperbenzoic acid. Synthesis of new derivatives of isatoic anhydride.” Russian Journal of General Chemistry, vol. 85, no. 9, Sep. 2015, pp. 2030-2036. https://doi.org/10.1134/S1070363215090030.
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