Variation of the bromination site on the reaction of (E)-1-[5-methyl-1-(aryl)-1H-1,2,3-triazol-4-yl]-3-arylprop-2-en-1-ones with N-bromosuccinimide

Koutentis, Panayiotis A., Abdel-Wahab, Bakr F., Mohamed, Hanan A., Zayed, Ehab M., Kariuki, Benson M. ORCID: https://orcid.org/0000-0002-8658-3897 and El-Hiti, Gamal A. 2024. Variation of the bromination site on the reaction of (E)-1-[5-methyl-1-(aryl)-1H-1,2,3-triazol-4-yl]-3-arylprop-2-en-1-ones with N-bromosuccinimide. ARKIVOC 2024 (1) , 12214. 10.24820/ark.5550190.p012.214

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Abstract

The variation of the bromination site of three chalcones, 1a–c, using N-bromosuccinimide under acidic conditions was investigated. Bromination of 1a at the aliphatic carbon-carbon double bond gave the αmethoxy bromide derivative 2 in 95% yield. Bromination of 1b and 1c under similar conditions produced the corresponding methoxy bromide derivatives 3 and 4 in 89 and 88% yields, respectively. The bromination of 1b took place at the aliphatic carbon-carbon double bond, and the aryl ring attached to the 1,2,3-triazole moiety at the ortho-position next to the methoxy group. In the presence of two methoxy groups on the aryl rings on the two sides of chalcone 1c, bromination took place on the aryl ring at the ortho-position next to the methoxy group and the aliphatic carbon-carbon double bond.

Item Type:	Article
Date Type:	Published Online
Status:	Published
Schools:	Chemistry
Publisher:	ARKAT USA
ISSN:	1551-7012
Date of First Compliant Deposit:	23 September 2024
Date of Acceptance:	9 July 2024
Last Modified:	24 Sep 2024 15:00
URI:	https://orca.cardiff.ac.uk/id/eprint/172329

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