Collect. Czech. Chem. Commun.
1985, 50, 71-79
https://doi.org/10.1135/cccc19850071
Reaction of thioamides with 2,3-dichloro-1,4-naphthoquinone. A novel synthesis of naphtho[2,3-d]thiazole-4,9-diones
A. S. Hammam and B. E. Bayoumy
Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt
Crossref Cited-by Linking
- Xu Xiao-Hu, Dong Zhi-Bing: Iodine promoted cyclization of N,N′-diphenylthiocarbamides with enaminones: a protocol for the synthesis of poly-substituted 2-iminothiazolines. Org. Biomol. Chem. 2022, 20, 8533. <https://doi.org/10.1039/D2OB01477G>
- Aly Ashraf A., Bräse Stefan, Hassan Alaa A., Mohamed Nasr K., El-Haleem Lamiaa E. Abd, Nieger Martin, Morsy Nesrin M., Alshammari Mohammed B., Ibrahim Mahmoud A. A., Abdelhafez Elshimaa M. N.: Design, Synthesis, and Molecular Docking of Paracyclophanyl-Thiazole Hybrids as Novel CDK1 Inhibitors and Apoptosis Inducing Anti-Melanoma Agents. Molecules 2020, 25, 5569. <https://doi.org/10.3390/molecules25235569>
- Chen Jinyang, Mei Lan, Liu Jialing, Zhong Chuntao, Yuan Binfang, Li Qiang: Microwave-assisted iodine-catalyzed oxidative coupling of dibenzyl(difurfuryl)disulfides with amines: a rapid and efficient protocol for thioamides. RSC Adv. 2019, 9, 28576. <https://doi.org/10.1039/C9RA05939C>
- Hassan Alaa A., Mohamed Nasr K., El‐Haleem Lamiaa E. Abd, Bräse Stefan, Nieger Martin: Facile Synthesis of Naphtho[2,3‐d]thiazoles, Naphtho[2,3‐e][1,3,4]thiadiazines and Bis(naphtho[2,3‐d]thiazolyl)copper(II) Derivatives from Heteroylthiosemicarbazides. Chin. J. Chem. 2016, 34, 814. <https://doi.org/10.1002/cjoc.201600195>
- Chen Xin, Guo Yunlong, Tan Luxi, Yang Ge, Li Yonghai, Zhang Guanxin, Liu Zitong, Xu Wei, Zhang Deqing: Dithiazole-fused naphthalene diimides toward new n-type semiconductors. J. Mater. Chem. C 2013, 1, 1087. <https://doi.org/10.1039/C2TC00308B>
- Hassan Alaa A., Mourad Aboul-Fetouh E., El-Shaieb Kamal M., Abou-Zied Ashraf H.: 1,3,4-Thiadiazole, 1,3,4-thiadiazine, 1,3,6-thiadiazepane and quinoxaline derivatives from symmetrical hydrazine-1,2-dicarbothioamide as well as N, N″-ethane-1,2-diylbis(thiourea) derivatives. Journal of Heterocyclic Chemistry 2006, 43, 471. <https://doi.org/10.1002/jhet.5570430232>
- Hassan A., Mourad A., El-Shaieb K., Abou-Zied A.: Synthesis of 1,3,4-Thiadiazole, 1,3,4-Thiadiazine, 1,3,6-Thiadiazepane and Quinoxaline Derivatives from Symmetrical Dithiobiureas and Thioureidoethylthiourea Derivatives. Molecules 2005, 10, 822. <https://doi.org/10.3390/10070822>
- Fosse Céline, Le Texier Laurence, Roy Sébastien, Delaforge Marcel, Grégoire Sébastien, Neuwels Michel, Azerad Robert: Parameters and mechanistic studies on the oxidative ring cleavage of synthetic heterocyclic naphthoquinones by Streptomyces strains. Appl Microbiol Biotechnol 2004, 65, 446. <https://doi.org/10.1007/s00253-004-1588-4>
- Jagodziński Tadeusz S.: Thioamides as Useful Synthons in the Synthesis of Heterocycles. Chem. Rev. 2003, 103, 197. <https://doi.org/10.1021/cr0200015>
- Fandy Ragab F.: Synthesis of heterocyclic quinones containing bridgehead nitrogen atom from 2-aminonaphtho[2,3-d]thiazole-4,9-dione. Arch Pharm Res 2000, 23, 446. <https://doi.org/10.1007/BF02976569>
- Fandy, Ragab F.: Synthesis of Heterocyclic Quinones Containing Bridgehead Nitrogen Atom from 2-Aminonaphtho[2,3-d]thiazole-4,9-dione. HC 2000, 6, 585. <https://doi.org/10.1515/HC.2000.6.6.585>
- Koraiem A.I.M., Abu El-Hamd R.M., Khalafalah A.K., Hammam A.S., El-Maghraby M.A., Gomaa M.M.: Synthesis and properties of some naphtho (quinolino)-quinone heterocyclic dimethine cyanine dyes. J Dye Pig 1996, 30, 89. <https://doi.org/10.1016/0143-7208(95)00047-X>
- Katritzky Alan R., Fan Wei‐Qiang: A reexamination of the reactions of 2,3‐dichloro‐1,4‐naphthoquinone with thioamides. Journal of Heterocyclic Chem 1993, 30, 1679. <https://doi.org/10.1002/jhet.5570300637>
- Matsuoka Masaru, Iwamoto Akihiro, Kitao Teijiro: Reaction of 2,3‐dichloro‐1,4‐naphthoquinone with dithiooxamide. Synthesis of dibenzo[b,i]thianthrene‐5,7,12,14‐tetrone. Journal of Heterocyclic Chem 1991, 28, 1445. <https://doi.org/10.1002/jhet.5570280543>
- Katritzky Alan R., Fan Wei‐Qiang, Li Qiao‐Ling, Bayyuk Shibli: Novel chromophoric heterocycles based on maleimide and naphthoquinone. Journal of Heterocyclic Chem 1989, 26, 885. <https://doi.org/10.1002/jhet.5570260401>
- Savel'ev V. A., Loskutov V. A.: Cyclization of N1(1-Anthmquinonyl)-N2-phenylthiourea into thiazole derivatives. Chem Heterocycl Compd 1989, 25, 1066. <https://doi.org/10.1007/BF00487313>
- Katritzky Alan R., Fan Wei‐Qiang: Some novel quinone‐type dyes containing naphthoquinone and related fused ring systems. Journal of Heterocyclic Chem 1988, 25, 901. <https://doi.org/10.1002/jhet.5570250338>
- HAMMAM A. S., BAYOUMY B. E.: ChemInform Abstract: HETEROCYCLIC QUINONES. XIII. REACTION OF THIOAMIDES WITH 2,3‐DICHLORO‐1,4‐NAPHTHOQUINONE. A NOVEL SYNTHESIS OF NAPHTHO(2,3‐D)THIAZOLE‐4,9‐DIONES. Chemischer Informationsdienst 1985, 16. <https://doi.org/10.1002/chin.198522196>