Premium
Practical Pd/C‐Catalysed Suzuki–Miyaura Reactions for the Preparation of 3‐Aryl‐4‐oxypyridin‐2(1 H )‐ones, 3‐Aryl‐2,4‐oxypyridines and 3‐Aryl‐2,4‐oxyquinolines as Useful Intermediates for the Synthesis of Biologically Active Compounds
Author(s) -
Lamblin Marc,
Bares Hugo,
Dessolin Jean,
Marty Christel,
Bourgoug Nathalie,
Felpin FrançoisXavier
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200721
Subject(s) - chemistry , aryl , combinatorial chemistry , homogeneous , suzuki reaction , palladium , ligand (biochemistry) , boronic acid , homogeneous catalysis , nucleobase , organic chemistry , catalysis , dna , biochemistry , alkyl , physics , receptor , thermodynamics
Abstract Practical heterogeneous Pd/C‐catalysed Suzuki–Miyaura cross‐coupling reactions of 3‐iodo‐4‐oxypyridin‐2(1 H )‐ones, 3‐iodo‐2,4‐oxypyridines, and 3‐iodo‐2,4‐oxyquinolines with arylboronic acids are described as a useful and efficient alternative to homogeneous conditions. The methodology features ligand‐free and environmentally friendly conditions, and tolerates a wide range of boronic acids. The cross‐coupled products can be viewed as useful intermediates for the preparation of 3‐aryl‐4‐hydroxypyridin‐2(1 H )‐ones, which can be used as new nucleobases for antiherpetic agents.