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Journal articles on the topic '1,4-benzoxazine'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Kim, Ho-Sik, and Seong-Uk Lee. "Synthesis of Pyrazolyl-1,4-benzoxazine Derivatives." Journal of the Korean Chemical Society 48, no. 4 (2004): 451–55. http://dx.doi.org/10.5012/jkcs.2004.48.4.451.

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2

Choudhary, Garima, Ram Tilak Naganaboina, and Rama Krishna Peddinti. "Expedient synthesis of novel 1,4-benzoxazine and butenolide derivatives." RSC Adv. 4, no. 35 (2014): 17969–79. http://dx.doi.org/10.1039/c4ra01736f.

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A rapid and efficient protocol for the synthesis of 2-hydroxy-1,4-benzoxazine derivatives has been developed. These intermediates served as precursors for the synthesis of a series of novel butenolide derivatives and 2-amino-1,4-benzoxazine derivatives.

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3

NAGARAPU, L., and N. RAVIRALA. "ChemInform Abstract: New 1,4-Benzoxazine Fused Heterocycles: Synthesis of 9H-Thieno[3,2-b][1,4]benzoxazine and 4H-Thiazolo[2,3-b][1,4]benzoxazine Derivatives." ChemInform 29, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199836200.

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4

Zhang, Ya-Ru, Xiao Huang, Dong-Cheng Xu, and Jian-Wu Xie. "Facile Domino Access to Unexpected Alkyl 3-Substituted-2-hydroxy-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates." Australian Journal of Chemistry 66, no. 8 (2013): 959. http://dx.doi.org/10.1071/ch13103.

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A new domino alkylation–cyclization–air-oxidation of 2-halo-1,3-dicarbonyl compounds with 2-aminophenols promoted by caesium salts under aerobic conditions has been developed. Unexpected alkyl 3-substituted-2-hydroxy-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates, rather than normal ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate, were exclusively obtained under mild conditions. A plausible mechanism for this unprecedented reaction is also given.

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5

Dabholkar, Vijay, and Rahul Gavande. "A microwave-catalyzed rapid, efficient and ecofriendly synthesis of substituted pyrazol-5-ones (Short communication)." Journal of the Serbian Chemical Society 68, no. 10 (2003): 723–27. http://dx.doi.org/10.2298/jsc0310723d.

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A series of 1-(3,4-dihydro-3-oxo-2H-1,4-benzoxazine-2-carbonyl)-3-methyl-4-(substituted phenylhydrazono)-2-pyrazolin-5-ones have been synthesized by the reaction of 2H-3,4-dihydro-3-oxo-1,4-benzoxazine-2-carboxylic acid hydrazide with substituted acetoacetic ester derivatives using acetic acid as solvent under microwave irradiation (MWI), as well as by conventional methods. The reaction rate is enhanced tremendously and the yields are improved under MWI as compared to conventional methods.

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6

Ilić, Miloš, Janez Ilaš, Petra Dunkel, et al. "Novel 1,4-benzoxazine and 1,4-benzodioxine inhibitors of angiogenesis." European Journal of Medicinal Chemistry 58 (December 2012): 160–70. http://dx.doi.org/10.1016/j.ejmech.2012.10.001.

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7

Pamerla, Muralidhar, D. Rama Sekhara Reddy, B. Sreenivasa Rao, Naganjaneyulu Bodipati, and Y. L. N. Murthy. "Antimicrobial evaluation of 1,4-benzoxazine derivatives." Medicinal Chemistry Research 24, no. 2 (2014): 611–15. http://dx.doi.org/10.1007/s00044-014-1159-x.

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8

Shimizu, Makoto, Takanori Tanaka, Isao Mizota, Kazuto Umezu, and Akinori Ito. "Synthesis of Multi-Substituted 1,4-Benzoxazine Using an Umpolung Reaction with 2-Oxo-1,4-benzoxazine-3-carboxylates." HETEROCYCLES 95, no. 2 (2017): 830. http://dx.doi.org/10.3987/com-16-s(s)52.

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9

Shaikh, Mohammedumar M., Anuj P. Patel, Shivani P. Patel, and Kishor H. Chikhalia. "Synthesis, in vitro COX-1/COX-2 inhibition testing and molecular docking study of novel 1,4-benzoxazine derivatives." New Journal of Chemistry 43, no. 26 (2019): 10305–17. http://dx.doi.org/10.1039/c9nj00684b.

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10

Nguyen, Khac Minh Huy, Leslie Schwendimann, Pierre Gressens, and Martine Largeron. "Regiospecific synthesis of neuroprotective 1,4-benzoxazine derivatives through a tandem oxidation–Diels–Alder reaction." Organic & Biomolecular Chemistry 13, no. 12 (2015): 3749–56. http://dx.doi.org/10.1039/c5ob00049a.

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11

Kawahara, Norio, Takako Shimamori, Tsuneo Itoh, and Haruo Ogura. "Thermal Reactions of 1,4-Benzoxazine Derivtives II." HETEROCYCLES 23, no. 9 (1985): 2401. http://dx.doi.org/10.3987/r-1985-09-2401.

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12

Loev, Bernard, Howard Jones, Richard E. Brown, et al. "[1,4]Benzoxazine-2,3-diones as antiallergic agents." Journal of Medicinal Chemistry 28, no. 1 (1985): 24–27. http://dx.doi.org/10.1021/jm00379a006.

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13

Odabaşoğlu, Mustafa, Özgür Özdamar, and Orhan Büyükgüngör. "2,2-Dimethyl-1,4-dihydro-2H-3,1-benzoxazine." Acta Crystallographica Section E Structure Reports Online 62, no. 3 (2006): o908—o910. http://dx.doi.org/10.1107/s1600536806003825.

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14

Fringuelli, Renata, Nicola Giacchè, Lara Milanese, et al. "Bulky 1,4-benzoxazine derivatives with antifungal activity." Bioorganic & Medicinal Chemistry 17, no. 11 (2009): 3838–46. http://dx.doi.org/10.1016/j.bmc.2009.04.051.

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15

Das, Jonali, Biraj Jyoti Borah, and Sajal Kumar Das. "Base-mediated intramolecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzenesulfonamides: an avenue to 1,4-benzoxazine-fused benzothiaoxazepine-1,1-dioxides." Organic & Biomolecular Chemistry 18, no. 2 (2020): 220–24. http://dx.doi.org/10.1039/c9ob02377a.

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16

Schreder, M. E., and T. Erker. "Zur Synthese von ionenkanalblockierenden Substanzen mit Thieno[2,3-b][1,4]thiazin-, 1,4-Benzoxazin und 1,4-Benzothiazin-Grundgerüst." Scientia Pharmaceutica 68, no. 1 (2000): 75–85. http://dx.doi.org/10.3797/scipharm.aut-00-07.

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The syntheses of the thieno[2,3-b)[1,4]thiazine derivatives 8 and 9 are described. Reaction of compound 4 with different acyl halides followed by substitution with various ethanamines gave the products 8 and 9. The new 3,4-dihydro-2H-1,4-benzoxazine derivatives 14, 16, 18 and 3,4-dihydro-2H-1,4-benzothiazine derivatives 15 and 17 with an urea moiety have been synthesized. Substitution of 10 respectively 11 with 4-nitrophenyl chloroformate gave the required reactivity for substitution with diamines. Structural modifications of the amino side chain were carried out.

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17

Nieto, Javier, Celia Andrés, and Alfonso Pérez-Encabo. "7-endo selenocyclization reactions on chiral 3-prenyl and 3-cinnamyl-2-hydroxymethylperhydro-1,3-benzoxazine derivatives. A way to enantiopure 1,4-oxazepanes." Organic & Biomolecular Chemistry 13, no. 34 (2015): 9118–26. http://dx.doi.org/10.1039/c5ob01297j.

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A short and efficient procedure for the preparation of a variety of enantiopure 1,4-oxazepanes with up to three stereocenters by 7-endo-cyclization in perhydro-1,3-benzoxazine derivatives is developed.

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18

Cabiddu, Salvatore, Costantino Floris, Stefana Melis, Francesca Sotgiu, and Giovanni Cerioni. "Heterocyclic compound studies. II. Synthesis of 1,4-benzodioxin, 1,4-benzoxathiin, 1,4-benzoxazine and 1,4-benzothiazine derivatives." Journal of Heterocyclic Chemistry 23, no. 6 (1986): 1815–20. http://dx.doi.org/10.1002/jhet.5570230642.

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19

Karadayı, Nevzat, Emine Akyüz, Bahittin Kahveci, Erbil Ağar, Selami Şaşmaz, and Orhan Büyükgüngör. "2,3-Dihydro-4-phenyl-1,4-benzoxazine-6,7-dicarbonitrile." Acta Crystallographica Section E Structure Reports Online 60, no. 3 (2004): o450—o452. http://dx.doi.org/10.1107/s1600536804003861.

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20

Macchiarulo, Antonio, Gabriele Costantino, Daniele Fringuelli, Anna Vecchiarelli, Fausto Schiaffella, and Renata Fringuelli. "1,4-Benzothiazine and 1,4-Benzoxazine imidazole derivatives with antifungal activity: A docking study." Bioorganic & Medicinal Chemistry 10, no. 11 (2002): 3415–23. http://dx.doi.org/10.1016/s0968-0896(02)00263-8.

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21

Hai-Yan, Zhao, Qiu Xiao-Hang, and Shen Pan-Wen. "5a,6,11a,12-Tetrahydro-5a,11a-dimethyl-1,4-benzoxazino[3,2-b][1,4]benzoxazine." Acta Crystallographica Section E Structure Reports Online 60, no. 9 (2004): o1619—o1621. http://dx.doi.org/10.1107/s1600536804020665.

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22

Largeron, Martine, Bettina Mesples, Pierre Gressens, et al. "The neuroprotective activity of 8-alkylamino-1,4-benzoxazine antioxidants." European Journal of Pharmacology 424, no. 3 (2001): 189–94. http://dx.doi.org/10.1016/s0014-2999(01)01152-9.

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23

Li, Hong-Gang, Jian-Min Dou, Da-Cheng Li, and Da-Qi Wang. "2-Oxo-3,4-dihydro-1,4-benzoxazine-4-acetic acid." Acta Crystallographica Section E Structure Reports Online 63, no. 7 (2007): o3092. http://dx.doi.org/10.1107/s160053680702613x.

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24

Li, Hong-Gang, Jian-Min Dou, Da-Cheng Li, and Da-Qi Wang. "Isopropyl 2-oxo-3,4-dihydro-1,4-benzoxazine-4-acetate." Acta Crystallographica Section E Structure Reports Online 63, no. 5 (2007): o2542—o2543. http://dx.doi.org/10.1107/s1600536807016935.

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25

Ilić, Miloš, Danijel Kikelj, and Janez Ilaš. "Fluorinated dual antithrombotic compounds based on 1,4-benzoxazine scaffold." European Journal of Medicinal Chemistry 50 (April 2012): 255–63. http://dx.doi.org/10.1016/j.ejmech.2012.01.059.

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26

Kobelev, Aleksandr I., Ekaterina E. Stepanova, Maksim V. Dmitriev, and Andrey N. Maslivets. "Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins." Beilstein Journal of Organic Chemistry 15 (February 7, 2019): 364–70. http://dx.doi.org/10.3762/bjoc.15.32.

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A novel approach to 1H-pyrrolo[3,2-c]pyridine-2,3-diones (5-azaisatins) has been developed via an unprecedented annulation of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones by thioacetamide. A new way of C–H functionalization of thioacetamide has been discovered. The reaction proceeds under green catalyst-free conditions.

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27

Rádl, Stanislav, Jaroslav Moural, and Radoslava Bendová. "Preparation of Some 2,3-Dihydro-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine Derivatives." Collection of Czechoslovak Chemical Communications 57, no. 1 (1992): 216–18. http://dx.doi.org/10.1135/cccc19920216.

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We have recently described a new reaction of 8-hydroxyquinolone II with 3-bromopropyne leading to 2,3-dihydro-3-methylene-7-oxo-7H-pyridol[1,2,3-de][1,4]benzoxazine-6-carboxylate IIIa, which could be used as an intermediate for preparation of antibacterically active compound IIIb. Now we extend the scope of the reaction.

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28

A. Salih, Omar. "Synthesis of some Heterocyclic Compounds from 1,4-Benzoxazine-3-one." JOURNAL OF EDUCATION AND SCIENCE 26, no. 1 (2013): 1–9. http://dx.doi.org/10.33899/edusj.2013.89662.

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29

Kotha, Sambasivarao, Vandana Bindra, and Atsuo Kuki. "Synthesis and Reactions of 3,4-dihydro-2H-1,4-benzoxazine Derivatives." HETEROCYCLES 38, no. 1 (1994): 5. http://dx.doi.org/10.3987/com-93-6523.

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30

Velikorodov, A. V., and N. M. Imasheva. "Synthesis of carbamate derivatives of 2,3-dihydro-4H-1,4-benzoxazine." Russian Journal of Organic Chemistry 44, no. 3 (2008): 369–72. http://dx.doi.org/10.1134/s107042800803010x.

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31

Yavari, Issa, Mehdi Adib, and Leila Hojabri. "Vinyltriphenylphosphonium salt mediated synthesis of 1,4-benzoxazine and coumarin derivatives." Tetrahedron 58, no. 34 (2002): 6895–99. http://dx.doi.org/10.1016/s0040-4020(02)00758-5.

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32

Moustafa, H. M. "Synthesis of Some New Fused and Spiro 1,4-Benzoxazine Derivatives." Phosphorus, Sulfur, and Silicon and the Related Elements 180, no. 1 (2005): 205–16. http://dx.doi.org/10.1080/104265090508460.

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33

Bourlot, Anne-Sophie, Isabel Sánchez, Georges Dureng, et al. "New Substituted 1,4-Benzoxazine Derivatives with Potential Intracellular Calcium Activity." Journal of Medicinal Chemistry 41, no. 17 (1998): 3142–58. http://dx.doi.org/10.1021/jm970795t.

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34

Nozoe, Tetsuo, Harue Okai, Hidetsugu Wakabayashi, and Sumio Ishikawa. "Cyclohepta[b][1,4]benzoxazines 3. The Reaction of 6-Bromocyclohepta[b][1,4]benzoxazine witho-Aminophenol." Bulletin of the Chemical Society of Japan 62, no. 7 (1989): 2307–14. http://dx.doi.org/10.1246/bcsj.62.2307.

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35

Sandford, Graham, Rachel Slater, Dmitrii S. Yufit, Judith A. K. Howard, and Antonio Vong. "Pyrido[3,2-b][1,4]oxazine and pyrido[2,3-b][1,4]benzoxazine systems from tetrafluoropyridine derivatives." Journal of Fluorine Chemistry 167 (November 2014): 91–95. http://dx.doi.org/10.1016/j.jfluchem.2014.05.003.

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36

Ravikumar, Krishnan, Balasubramanian Sridhar, Jagadeesh Babu Nanubolu, Venkatasubramanian Hariharakrishnan, and Awadesh Narain Singh. "Structures of benzoxazine-fused triazoles as potential diuretic agents." Acta Crystallographica Section C Crystal Structure Communications 68, no. 8 (2012): o302—o307. http://dx.doi.org/10.1107/s0108270112029800.

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6,8-Dinitro-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one, C9H5N5O6, (I), a potential diuretic, and its acetylacetone derivative (E)-2-(2-hydroxy-4-oxopent-2-en-3-yl)-6,8-dinitro-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one, C14H11N5O8, (II), both crystallize from methanol but in centrosymmetric and noncentrosymmetric space groups, respectively. To the best of our knowledge, this is the first report of crystal structures of benzoxazine–triazole fused systems. The acetylacetone group in (II) exists as the keto–enol tautomer and is oriented perpendicular to the

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37

Bornosuz, Natalia V., Roman F. Korotkov, Vyacheslav V. Shutov, Igor S. Sirotin, and Irina Yu Gorbunova. "Benzoxazine Copolymers with Mono- and Difunctional Epoxy Active Diluents with Enhanced Tackiness and Reduced Viscosity." Journal of Composites Science 5, no. 9 (2021): 250. http://dx.doi.org/10.3390/jcs5090250.

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The influence of epoxy active diluents, 1,4-butanediol diglycidyl ether (BD) and furfuryl glycidyl ether (FUR), in the mixtures with benzoxazine monomer based on bisphenol A, formaldehyde and m-toluidine (BA-mt), on the properties of a matrix was disclosed in this work. Resins were modified to achieve good tackiness at room temperature and reduced viscosity. The influence of mono- and difunctional modifiers on the process of curing was studied by way of differential scanning calorimetry and oscillatory rheology. The addition of BD and FUR shifted the curing peak to higher temperatures and sign

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38

Maiti, S., M. Mukherjee, and G. Chaudhuri. "(Z)-N-Benzyl-2,3-dihydro-2-(2-methoxybenzylidene)-4H-1,4-benzoxazine." Acta Crystallographica Section C Crystal Structure Communications 55, no. 7 (1999): 1154–56. http://dx.doi.org/10.1107/s0108270199003340.

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39

Gu, Xiao-Bo, Meng-Jun Jiang, Gang-Ming Cai, and Yao-Yuan Zhou. "tert-Butyl 6-amino-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate." Acta Crystallographica Section E Structure Reports Online 66, no. 12 (2010): o3269. http://dx.doi.org/10.1107/s160053681004777x.

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40

Choudhary, Garima, Ram Tilak Naganaboina, and Rama Krishna Peddinti. "ChemInform Abstract: Expedient Synthesis of Novel 1,4-Benzoxazine and Butenolide Derivatives." ChemInform 45, no. 50 (2014): no. http://dx.doi.org/10.1002/chin.201450167.

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41

Janietz, D., K. Khoudary, and W. D. Rudorf. "3-Substituierte 4H-Pyrazolo[5,1-c][1,4]benzoxazine durch intramolekulare Nitriliminaddition." Journal f�r Praktische Chemie 329, no. 2 (1987): 343–48. http://dx.doi.org/10.1002/prac.19873290227.

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42

Gu, Xiao-Bo. "tert-Butyl 6-acetamido-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate." Acta Crystallographica Section E Structure Reports Online 66, no. 10 (2010): o2600. http://dx.doi.org/10.1107/s1600536810036937.

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43

KAJINO, Masahiro, Yumiko SHIBOUTA, Kohei NISHIKAWA, and Kanji MEGURO. "Synthesis and Biological Activities of New 2-Substituted 1,4-Benzoxazine Derivatives." CHEMICAL & PHARMACEUTICAL BULLETIN 39, no. 11 (1991): 2896–905. http://dx.doi.org/10.1248/cpb.39.2896.

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44

Largeron, Martine, Hélène Dupuy, and Maurice-Bernard Fleury. "Novel 1,4-benzoxazine derivatives of pharmacological interest. Electrochemical and chemical syntheses." Tetrahedron 51, no. 17 (1995): 4953–68. http://dx.doi.org/10.1016/0040-4020(95)98693-c.

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45

Gao, Shuang, Hai-Tao Qu, Fei Ye, and Ying Fu. "Synthesis and Crystal Structure ofN-Dichloroacetyl-3,4-dihydro-3-methyl-6-chloro-2H-1,4-benzoxazine." Journal of Chemistry 2015 (2015): 1–5. http://dx.doi.org/10.1155/2015/268306.

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A new compound,N-dichloroacetyl-3,4-dihydro-3-methyl-6-chloro-2H-1,4-benzoxazine, was synthesized and characterized. The crystal structure of the title compound (C11H10Cl3NO2,Mr=294.55) has been determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space groupP21/c, witha=6.7619(14),b=24.866(5),c=9.737(3) Å,α=90.00,β=130.982(18),γ=90.00°,V=1235.9(5) Å3,Z=4,Dx=1.583 Mg/cm3,λ(Mo Ka)=0.71073 Å,F(000)=600,μ=0.729 mm−1,R=0.0476, andwR=0.1274for 2217 reflections withI>2σ(I).

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46

Sandford, Graham, Rachel Slater, Dmitrii S. Yufit, Judith A. K. Howard, and Antonio Vong. "ChemInform Abstract: Pyrido[3,2-b][1,4]oxazine and Pyrido[2,3-b][1,4]benzoxazine Systems from Tetrafluoropyridine Derivatives." ChemInform 46, no. 15 (2015): no. http://dx.doi.org/10.1002/chin.201515240.

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47

Caliendo, Giuseppe, Elisa Perissutti, Vincenzo Santagada, et al. "Synthesis and vasorelaxant activity of new 1,4-benzoxazine derivatives potassium channel openers." Bioorganic & Medicinal Chemistry 10, no. 8 (2002): 2663–69. http://dx.doi.org/10.1016/s0968-0896(02)00091-3.

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48

Rutar, Alenka, and Danijel Kikelj. "Selective Alkylation of 3-Oxo-3,4-Dihydro-2H-1,4-Benzoxazine-2-Carboxylates." Synthetic Communications 28, no. 15 (1998): 2737–49. http://dx.doi.org/10.1080/00397919808004847.

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49

Kurhade, Santosh, Rahul D. Kaduskar, Bhavesh Dave, Parimi Atchuta Ramaiah, Venkata P. Palle, and Debnath Bhuniya. "Synthesis of a novel tetracyclic azaindolo[2,1-c][1,4]benzoxazine ring system." Tetrahedron Letters 52, no. 16 (2011): 1874–77. http://dx.doi.org/10.1016/j.tetlet.2011.02.020.

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50

Racheva, N. L., and A. N. Maslivets. "Spiro heterocyclization of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione with dimedone." Russian Journal of Organic Chemistry 43, no. 1 (2007): 158–59. http://dx.doi.org/10.1134/s1070428007010241.

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