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Silver‐Nitrate‐Catalyzed N ‐Arylation of Amines and O ‐Arylations of Phenols and Alcohols
Author(s) -
Das Rima,
Mandal Mrinmay,
Chakraborty Debashis
Publication year - 2013
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.201300074
Subject(s) - chemistry , catalysis , phenols , halide , aryl , yield (engineering) , intermolecular force , organic chemistry , primary (astronomy) , ligand (biochemistry) , medicinal chemistry , base (topology) , molecule , alkyl , mathematical analysis , biochemistry , materials science , physics , receptor , mathematics , astronomy , metallurgy
An efficient and general protocol for intermolecular CN and CO cross‐coupling of amines, alcohols, and phenols with halides has been developed by using AgNO 3 as the catalyst and N,N ‐dimethylethylenediamine ( N , N ‐DMEDA) as a ligand with KO t Bu as a base in a nitrogen atmosphere. A number of primary, secondary, and heterocyclic amines were coupled with various aryl iodides to give N ‐arylated motifs in good to excellent yield. Along with this, several substituted phenols as well as alcohols were coupled with various halides under the same reactions condition to give O ‐arylated compounds.
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