Premium
Silver‐Mediated C α (sp 3 )–H Functionalization of Primary Amines: An Oxidative C–N Coupling Strategy for the Synthesis of Two Different Types of 1,2,4,5‐Tetrasubstituted Imidazoles
Author(s) -
Sarkar Rajib,
Mukhopadhyay Chhanda
Publication year - 2015
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.201403465
Subject(s) - chemistry , surface modification , stoichiometry , oxidative coupling of methane , oxidative phosphorylation , coupling reaction , salt (chemistry) , primary (astronomy) , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , biochemistry , physics , astronomy
A new silver(I)‐mediated C α (sp 3 )–H bond functionalization of primary amines and subsequent oxidative C–N cross‐coupling reaction has been demonstrated. This protocol provides a simple, highly efficient, and straightforward approach to form significantly diverse 1,2,4,5‐tetrasubstituted imidazoles. In this course of the reaction, a stoichiometric amount of Ag 2 CO 3 was employed. Upon completion of reaction, the silver species was successfully recycled and reused without any loss of activity. Good to excellent yields of the products were readily achieved by using this selective oxidative C–N coupling, which was promoted by a crucial silver(I) salt.