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

Scholarly Works

• Sourour, T.; Dalila, F.; Sousa, J. L. C.; Silva, A. M. S.; Messaoud, L. Synthesis and Characterization of Novel Benzothiazinonic N -Acylhydrazone Derivatives. Polycyclic Aromatic Compounds 2024, 45, 1197–1210. doi:10.1080/10406638.2024.2445151
• Gorbunova, I. A.; Parkhoma, K. Y.; Kozlov, D. A.; Nikonov, I. P.; Denislamova, E. S.; Makhmudov, R. R.; Shipilovskikh, D. A. Synthesis of the substituted derivatives of sodium 5-aryl-5-oxo-3-[(thiophen-2-yl)amino]penta-1,3-dien-2-olates and evaluation of their antinociceptive activity in vivo. Russian Chemical Bulletin 2024, 73, 3669–3676. doi:10.1007/s11172-024-4477-2
• Derevnina, A. O.; Andreeva, A. A.; Maslivets, A. N. (Z)-N-Carbamoyl-4-hydroxy-4-(4-methoxyphenyl)-2-oxobut-3-enamide. Molbank 2024, 2024, M1844. doi:10.3390/m1844
• Kozlova, E. P.; Balandina, S. Y.; Makhmudov, R. R.; Lisovenko, N. Y. Synthesis and Antimicrobial and Analgesic Activity of Products of the Recyclization of 5-(Het)Aryl-4-(trifluoromethyl)furan-2,3-diones under the Action of Aromatic Amines. Russian Journal of Organic Chemistry 2024, 60, 221–230. doi:10.1134/s1070428024020064
• Lystsova, E. A.; Khramtsova, E. E. 3-Benzoyl-2-hydroxy-3a-[(3-methylquinoxalin-2-yl)methyl]-1H-pyrrolo[2,1-c][1,4]benzothiazine-1,4(3aH)-dione. Molbank 2023, 2023, M1749. doi:10.3390/m1749
• Yan, W.; Shou, J.; Qin, W.; Mo, J.; Huang, H. Selective Formation of 2,3,5‐Trisubstituted Furans from 1,3‐Dicarbonyls and Hydroxyketones. Advanced Synthesis & Catalysis 2023, 365, 4014–4020. doi:10.1002/adsc.202300860
• Bhattacharya, S.; Basu, B. Greener Approaches Towards 1,4–Benzothiazine Synthesis: Recent Updates and Outlook. Current Organocatalysis 2023, 10, 230–236. doi:10.2174/2213337210666230213144211
• Alfieri, M. L.; Panzella, L. The Multifaceted Opportunities Provided by the Pheomelanin-Inspired 1,4-Benzothiazine Chromophore: A Still-Undervalued Issue. Molecules (Basel, Switzerland) 2023, 28, 6237. doi:10.3390/molecules28176237
• Lystsova, E. A.; Dmitriev, M. V.; Maslivets, A. N.; Khramtsova, E. E. Nucleophile-induced ring contraction in pyrrolo[2,1-c][1,4]benzothiazines: access to pyrrolo[2,1-b][1,3]benzothiazoles. Beilstein journal of organic chemistry 2023, 19, 646–657. doi:10.3762/bjoc.19.46
• Park, Y. S.; Lee, J. S.; Lee, S. J.; Han, G. H. Facile Preparation of Highly Enantioenriched 1,4-Benzothiazin-3-ones by the Substitution of α-Bromoacetate with 2-Aminothiophenol. Synlett 2022, 34, 1037–1041. doi:10.1055/a-2004-1529
• Borra, S.; Chae, S.; Kim, H. Y.; Oh, K. Continuous Flow Synthesis of 1,4-Benzothiazines Using Ambivalent Reactivity of (E)-β-Chlorovinyl Ketones: A Point of Reaction Control Enabled by Flow Chemistry. Organic letters 2022, 24, 5287–5292. doi:10.1021/acs.orglett.2c01865
• Sabitov, A. A.; Khramtsova, E. E.; Dmitriev, M. V.; Maslivets, A. N. Dipolar [3+2]-Cycloaddition of Nitrones to 3-Alkoxycarbonyl- and 3-Pivaloyl-Substituted Hetareno[e]pyrrole-2,3-diones. Russian Journal of Organic Chemistry 2022, 58, 287–294. doi:10.1134/s1070428022030058
• Jasiński, R. On the Question of Stepwise [4+2] Cycloaddition Reactions and Their Stereochemical Aspects. Symmetry 2021, 13, 1911. doi:10.3390/sym13101911
• Khramtsova, E. E.; Lystsova, E. A.; Dmitriev, M. V.; Maslivets, A. N.; Jasiński, R. Reaction of Aroylpyrrolobenzothiazinetriones with Electron-Rich Dienophiles. ChemistrySelect 2021, 6, 6295–6301. doi:10.1002/slct.202101990
• Stepanova, E. E.; Dmitriev, M. V.; Maslivets, A. N. [3+2]-Dipolar Cycloaddition of Nitrones to Pyrroloquinoxalinetriones. Russian Journal of Organic Chemistry 2021, 57, 32–37. doi:10.1134/s107042802101005x

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