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(Imidazol‐2‐yl)methyl‐1,3‐propanediones: Regioselective C–H Functionalization of the Imidazole Ring by Acylacetylene/Aldehyde Pairs
Author(s) -
Trofimov Boris A.,
Andriyankova Ludmila V.,
Nikitina Lina P.,
Belyaeva Kseniya V.,
Mal'kina Anastasiya G.,
Bagryanskaya Irina Yu.,
Afonin Andrei V.,
Ushakov Igor A.
Publication year - 2016
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.201501617
Subject(s) - regioselectivity , chemistry , imidazole , aldehyde , surface modification , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry , catalysis
The metal‐free regioselective C‐2–H functionalization of 1‐substituted imidazoles has been effected by a cascade reaction with aromatic or heteroaromatic aldehydes and acylacetylenes under mild conditions (55–60 °C, MeCN) to give (imidazol‐2‐yl)methyl‐1,3‐propanediones in 22–77 %, mainly 40–70 % yields.