Synthesis of trans-diamide derivatives from fumaryl chloride and determination of DPPH scavenging activity of synthesized molecules
Abstract
In this work, new trans-diamide derivatives were synthesized with the reaction between fumaryl chloride and substituted anilines. After successful synthesis of trans-amides, antioxidant activity of all synthesized molecules was investigated via DPPH method and calculated IC50 values. All trans-amides were characterized by 1H-NMR, 13C-NMR, 19F-NMR, GC-MS and FTIR spectroscopic techniques.
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References
- 1. Sathe PA, Karpe AS, Parab AA, Parade BS, Vadagaonkar KS, Chaskar AC. Tandem synthesis of aromatic amides from styrenes in water. Tetrahedron Lett. 2018 Jul;59(29):2820–3. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040403918307639
- 2. Srivastava V, Singh PK, Singh PP. Visible light photoredox catalysed amidation of carboxylic acids with amines. Tetrahedron Lett. 2019 Jan;60(1):40–3. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040403918313972
- 3. Han Q, Xiong X, Li S. An efficient, green and scale-up synthesis of amides from esters and amines catalyzed by Ru-MACHO catalyst under mild conditions. Catal Commun. 2015 Jan;58:85–8. Available from: https://linkinghub.elsevier.com/retrieve/pii/S1566736714003483
- 4. Hong G, Wu S, Zhu X, Mao D, Wang L. Peroxide-mediated direct synthesis of amides from aroyl surrogates. Tetrahedron 2016 Jan;72(3):436–41. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040402015302477
- 5. Lanigan RM, Starkov P, Sheppard TD. Direct Synthesis of Amides from Carboxylic Acids and Amines Using B(OCH 2 CF 3 ) 3. J Org Chem. 2013 May 3;78(9):4512–23. Available from: https://pubs.acs.org/doi/10.1021/jo400509n
- 6. Ghorpade SA, Sawant DN, Sekar N. Triphenyl borate catalyzed synthesis of amides from carboxylic acids and amines. Tetrahedron 2018 Nov;74(48):6954–8. Available from: https://linkinghub.elsevier.com/retrieve/pii/S0040402018312365
- 7. Cadoni R, Porcheddu A, Giacomelli G, De Luca L. One-pot synthesis of amides from aldehydes and amines via C-H bond activation. Org Lett. 2012;
- 8. Valeur E, Bradley M. Amide bond formation: beyond the myth of coupling reagents. Chem Soc Rev. 2009;38(2):606–31. Available from: http://xlink.rsc.org/?DOI=B701677H
Details
Primary Language
English
Subjects
Organic Chemistry
Journal Section
Research Article
Authors
Özgür Yılmaz
*
0000-0001-9278-1091
Türkiye
Publication Date
February 15, 2020
Submission Date
October 1, 2019
Acceptance Date
November 22, 2019
Published in Issue
Year 2020 Volume: 7 Number: 1
Cited By
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