DBU mediated one-pot synthesis of triazolo triazines via Dimroth type rearrangement.
| Autor: | Ganai AM; Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (Westville) Durban 4000 South Africa karpoormath@ukzn.ac.za., Pathan TK; Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (Westville) Durban 4000 South Africa karpoormath@ukzn.ac.za., Sayyad N; Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (Westville) Durban 4000 South Africa karpoormath@ukzn.ac.za., Kushwaha B; Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (Westville) Durban 4000 South Africa karpoormath@ukzn.ac.za., Kushwaha ND; Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (Westville) Durban 4000 South Africa karpoormath@ukzn.ac.za., Tzakos AG; Section of Organic Chemistry and Biochemistry, Department of Chemistry, University of Ioannina Ioannina 45110 Greece., Karpoormath R; Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (Westville) Durban 4000 South Africa karpoormath@ukzn.ac.za. |
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| Jazyk: | angličtina |
| Zdroj: | RSC advances [RSC Adv] 2022 Jan 12; Vol. 12 (4), pp. 2102-2106. Date of Electronic Publication: 2022 Jan 12 (Print Publication: 2022). |
| DOI: | 10.1039/d1ra07749j |
| Abstrakt: | Herein we report an efficient one-pot synthesis of [1,2,4]triazolo[1,5 a ][1,3,5]triazines from commercially available substituted aryl/heteroaryl aldehydes and substituted 2-hydrazinyl-1,3,5-triazines via N -bromosuccinimide (NBS) mediated oxidative C-N bond formation. Isomerisation of [1,2,4]triazolo[4,3- a ][1,3,5]triazines to [1,2,4]triazolo[1,5- a ][1,3,5]triazines is driven by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) affording both isomers with good to excellent yields (70-96%). Competing Interests: The authors declare no conflict of interest. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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