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Beilstein Journal of Organic Chemistry, volume 16, pages 2322-2331

Synthesis of 1,4-benzothiazinones from acylpyruvic acids or furan-2,3-diones and o -aminothiophenol

Publication typeJournal Article
Publication date2020-09-21
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor2.7
ISSN18605397
PubMed ID:  33029250
Organic Chemistry
Abstract

Two synthetic approaches to enaminones fused to 1,4-benzothiazin-2-one moiety, which can be interesting in studies on biological activity, chemosensors, and fluorescence, were developed via the reaction of furan-2,3-diones or acylpyruvic acids in the presence of carbodiimides with o-aminothiophenols. The target enaminones were formed together with pharmaceutically interesting 2-hydroxy-2H-1,4-benzothiazin-3(4H)-ones. A selective synthetic approach to 2-hydroxy-2H-1,4-benzothiazin-3(4H)-ones was developed via the solvent-switchable reaction of furan-2,3-diones with o-aminothiophenol. Preliminary biological assays (antimicrobial, acute toxicity) of the new compounds were carried out.

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Khramtsova E. E., Dmitriev M. V., Maslivets A. N. Synthesis of 1,4-benzothiazinones from acylpyruvic acids or furan-2,3-diones and o -aminothiophenol // Beilstein Journal of Organic Chemistry. 2020. Vol. 16. pp. 2322-2331.
GOST all authors (up to 50) Copy
Khramtsova E. E., Dmitriev M. V., Maslivets A. N. Synthesis of 1,4-benzothiazinones from acylpyruvic acids or furan-2,3-diones and o -aminothiophenol // Beilstein Journal of Organic Chemistry. 2020. Vol. 16. pp. 2322-2331.
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RIS Copy
TY - JOUR
DO - 10.3762/bjoc.16.193
UR - https://doi.org/10.3762%2Fbjoc.16.193
TI - Synthesis of 1,4-benzothiazinones from acylpyruvic acids or furan-2,3-diones and o -aminothiophenol
T2 - Beilstein Journal of Organic Chemistry
AU - Khramtsova, Ekaterina E
AU - Dmitriev, Maksim V
AU - Maslivets, Andrey N
PY - 2020
DA - 2020/09/21 00:00:00
PB - Beilstein-Institut
SP - 2322-2331
VL - 16
PMID - 33029250
SN - 1860-5397
ER -
BibTex
Cite this
BibTex Copy
@article{2020_Khramtsova,
author = {Ekaterina E Khramtsova and Maksim V Dmitriev and Andrey N Maslivets},
title = {Synthesis of 1,4-benzothiazinones from acylpyruvic acids or furan-2,3-diones and o -aminothiophenol},
journal = {Beilstein Journal of Organic Chemistry},
year = {2020},
volume = {16},
publisher = {Beilstein-Institut},
month = {sep},
url = {https://doi.org/10.3762%2Fbjoc.16.193},
pages = {2322--2331},
doi = {10.3762/bjoc.16.193}
}
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