Literature DB >> 30607761

Convenient diastereoselective synthesis of annulated 3-substituted-(5S*,6S*,Z)-2-(2-(2,4-dinitrophenyl)hydrazono)-5,6-diphenyl-1,3-thiazinan-4-ones.

Alaa A Hassan1, Nasr K Mohamed2, Ashraf A Aly2, Hendawy N Tawfeek2, Henning Hopf3, Stefan Bräse4, Martin Nieger5.   

Abstract

Racemic 2-(2,4-dinitrophenyl)hydrazono)-5,6-diphenyl-1,3-thiazinan-4-ones and (Z)-N'-(2,4-dinitrophenyl)-2,3-diphenylacrylohydrazide were formed during the diastereoselective reaction between 4-substituted 1-(2,4-dinitrophenyl)thiosemicarbazides and 2,3-diphenylcycloprop-2-enone under refluxing ethanol. The structures of the synthesized compounds were confirmed by single-crystal X-ray analyses.

Entities:  

Keywords:  (2,4-Dinitrophenyl)-4-substituted thiosemicarbazides; 1,3-Thiazinan-4-ones; 2,3-Diphenylcyclopropenone; Annulated compounds; Substituted 2,3-diphenylacrylohydrazide

Mesh:

Substances:

Year:  2019        PMID: 30607761     DOI: 10.1007/s11030-018-09912-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  11 in total

Review 1.  4-thiazolidinone--a biologically active scaffold.

Authors:  Amit Verma; Shailendra K Saraf
Journal:  Eur J Med Chem       Date:  2007-08-06       Impact factor: 6.514

2.  Design, synthesis, and evaluation of 2-aryl-3-heteroaryl-1,3-thiazolidin-4-ones as anti-HIV agents.

Authors:  Ravindra K Rawal; Rajkamal Tripathi; S B Katti; Christophe Pannecouque; Erik De Clercq
Journal:  Bioorg Med Chem       Date:  2006-12-06       Impact factor: 3.641

3.  Synthesis and antioxidant activity of 3-(Pyridin-2-ylmethyl)-1,3-thiazinan(thiazolidin)-4-ones.

Authors:  Juliano Bosenbecker; Valéria D O Bareño; Roberta Difabio; Flávia A Vasconcellos; Filipe S P Dutra; Pathise S Oliveira; Alethéa G Barschak; Francieli M Stefanello; Wilson Cunico
Journal:  J Biochem Mol Toxicol       Date:  2014-06-17       Impact factor: 3.642

4.  Design and synthesis of 3-alkyl-2-aryl-1,3-thiazinan-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors.

Authors:  Tannaz Zebardast; Afshin Zarghi; Bahram Daraie; Mehdi Hedayati; Orkideh G Dadrass
Journal:  Bioorg Med Chem Lett       Date:  2009-05-03       Impact factor: 2.823

5.  Synthesis, antitumor activity and molecular docking study of novel sulfonamide-Schiff's bases, thiazolidinones, benzothiazinones and their C-nucleoside derivatives.

Authors:  Mohsen M Kamel; Hamed I Ali; Manal M Anwar; Neama A Mohamed; Abdelmohsen M Soliman
Journal:  Eur J Med Chem       Date:  2009-11-11       Impact factor: 6.514

6.  Synthesis, phytotoxic, cytotoxic, acetylcholinesterase and butrylcholinesterase activities of N,N'-diaryl unsymmetrically substituted thioureas.

Authors:  Saeedan Begum; M Iqbal Choudhary; Khalid M Khan
Journal:  Nat Prod Res       Date:  2009       Impact factor: 2.861

7.  Synthesis and evaluation of 2-(2,6-dihalophenyl)-3-pyrimidinyl-1,3-thiazolidin-4-one analogues as anti-HIV-1 agents.

Authors:  Ravindra K Rawal; Rajkamal Tripathi; S B Katti; Christophe Pannecouque; Erik De Clercq
Journal:  Bioorg Med Chem       Date:  2007-02-23       Impact factor: 3.641

8.  Asymmetric synthesis of tertiary thiols and thioethers.

Authors:  Jonathan Clayden; Paul Maclellan
Journal:  Beilstein J Org Chem       Date:  2011-05-10       Impact factor: 2.883

9.  SHELXT - integrated space-group and crystal-structure determination.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A Found Adv       Date:  2015-01-01       Impact factor: 2.290

10.  Crystal structure refinement with SHELXL.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr C Struct Chem       Date:  2015-01-01       Impact factor: 1.172

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  2 in total

Review 1.  Heterocycles from cyclopropenones.

Authors:  Ashraf A Aly; Alaa A Hassan; Sara M Mostafa; Asmaa H Mohamed; Esraa M Osman; AbdElAziz A Nayl
Journal:  RSC Adv       Date:  2022-06-24       Impact factor: 4.036

Review 2.  Chemistry of Substituted Thiazinanes and Their Derivatives.

Authors:  Alaa A Hassan; Stefan Bräse; Ashraf A Aly; Hendawy N Tawfeek
Journal:  Molecules       Date:  2020-11-28       Impact factor: 4.411

  2 in total

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