One-pot gold(i)-catalyzed synthesis of 2-pyridonyl alcohols

Küçük Resim Yok

Tarih

2021

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Royal Soc Chemistry

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

A highly efficient method for the synthesis of 2-pyridonyl alcohols via gold(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-dig and 6-exo-dig addition 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 form N-alkenyl pyridonyl alcohols. N-alkenyl pyridonyl alcohols can be obtained in moderate to excellent yields using this method.

Açıklama

Anahtar Kelimeler

Gold, Rearrangement, Alkyne, Efficient, Pyridones

Kaynak

Organic & Biomolecular Chemistry

WoS Q Değeri

Q1

Scopus Q Değeri

Q1

Cilt

19

Sayı

48

Künye