HAT-initiated fragmentation of 4-(dimethylamino)-1-((3-methylbut-2-en-1-yl)oxy)-3-phenylbut-3-en-2-one

Bogataj, Andrej (author), Ciber, Luka (author), Petek, Nejc (author), Požgan, Franc (author), Svete, Jurij (author), Štefane, Bogdan (author), Grošelj, Uroš (author)

An alkene-tethered enaminone 7 was synthesized in four steps from bromoacetic acid and 3,3-dimethylallyl alcohol. The enaminone was fully characterized, including UV-Vis spectra. TBADT-catalyzed HAT of the alkene-tethered enaminone initiated a fragmentation that yielded the literature-known phenylacetone-derived enaminone.

• Language: English
• Keywords: alkene, enaminone, hydrogen atom transfer, fragmentation, tetrabutylammonium decatungstate, phenylacetone
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2026
• Number of pages: 7 str.
• Numbering: Vol. 2026, iss. 2, art. M2149
• PID: 20.500.12556/RUL-180678
• UDC: 547.1.057
• ISSN on article: 1422-8599
• DOI: 10.3390/M2149
• COBISS.SI-ID: 271571459
• Publication date in RUL: 13.03.2026

Record is a part of a journal

• Title: Molbank
• Shortened title: Molbank
• Publisher: MDPI
• ISSN: 1422-8599
• COBISS.SI-ID: 515861017

Licences

• License: CC BY 4.0, Creative Commons Attribution 4.0 International
• Link: http://creativecommons.org/licenses/by/4.0/
• Description: This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.

Secondary language

• Language: Slovenian
• Keywords: alken, enaminon, prenos atoma vodika, fragmentacija, tetrabutilamonijev dekatvolframat, fenilaceton

Projects

• Funder: ARIS - Slovenian Research and Innovation Agency
• Project number: P1-0179-2020
• Name: Napredna organska sinteza in kataliza

• Funder: ARIS - Slovenian Research and Innovation Agency
• Project number: I0-0022-2022
• Name: Mreža raziskovalnih infrastrukturnih centrov Univerze v Ljubljani (MRIC UL)