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Metal‐Free Regioselective Carbonylation of Imidazo[1,2‐ a ]pyridines via Photoredox Catalysis using Nitrones
Author(s) -
Tang Fang,
Guan Zhi,
He YanHong
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900202
Subject(s) - chemistry , carbonylation , regioselectivity , catalysis , pyridine , photoredox catalysis , combinatorial chemistry , photosensitizer , photochemistry , organic chemistry , photocatalysis , carbon monoxide
Abstract Imidazo[1,2‐ a ]pyridine is an important skeletal structure of many drug molecules. A novel metal‐free regioselective C3 carbonylation of imidazo[1,2‐ a ]pyridines via visible light photoredox catalysis using nitrones is described. 9‐Mesityl‐10‐methylacridinium ion (Acr + −Mes) acts as an efficient organic photosensitizer and molecular oxygen acts as an oxidant. This work provides a greener and convenient alternative to the C3 carbonylation of imidazo[1,2‐ a ]pyridines. Mild reaction conditions and a wide range of substrates make this method of great potential application value in medicinal chemistry and organic synthesis.