One-pot gold(i)-catalyzed synthesis of 2-pyridonyl alcohols
Organic and Biomolecular Chemistry, cilt.19, sa.48, ss.10617-10621, 2021 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 19 Sayı: 48
- Basım Tarihi: 2021
- Doi Numarası: 10.1039/d1ob01950c
- Dergi Adı: Organic and Biomolecular Chemistry
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Chimica, Compendex, EMBASE, MEDLINE, Veterinary Science Database
- Sayfa Sayıları: ss.10617-10621
- Trakya Üniversitesi Adresli: Evet
Özet
A highly efficient method for the synthesis of 2-pyridonyl alcoholsviagold(i) catalyst was developed. The effect of methanesulfonic acid on the reaction progression with the gold catalyst was determined. The proposed mechanism involves intramolecular cyclization product formation derived from 5-exo-digand 6-exo-digaddition of the nitrogen for 2-propargyloxypyridine and 2-(but-3-yn-1-yloxy)pyridine, respectively. The pyridinium salt formed by the gold(i) catalyst and methanesulfonic acid undergoes a rearrangement reaction in a weakly basic medium (5% aq. Na2CO3) to formN-alkenyl pyridonyl alcohols.N-alkenyl pyridonyl alcohols can be obtained in moderate to excellent yields using this method.