35345-13-2Relevant academic research and scientific papers
Influence of Steric Effect on the Pseudo-Multicomponent Synthesis of N-Aroylmethyl-4-Arylimidazoles
Elejalde-Cadena, Nerith Rocio,García-Olave, Mayra,Figueroa, David,Vidossich, Pietro,Miscione, Gian Pietro,Portilla, Jaime
, (2022/02/19)
A pseudo-three-component synthesis of N-aroylmethylimidazoles 3 with three new C–N bonds formed regioselectively under microwave conditions was developed. Products were obtained by reacting two equivalents of aroylmethyl bromide (ArCOCH2 Br, 1) with the appropriate amidine salt (RCN2 H3.HX, 2) and with K2 CO3 as a base in acetonitrile. The bicomponent reaction also occurred, giving the expected 4(5)-aryl-1H-imidazoles 4. Notably, the ratio of products 3 and 4 is governed by steric factors of the amidine 2 (i.e., R = H, CH3, Ph). Therefore, a computational study was carried out to understand the reaction course regarding product ratio (3/4), regioselectivity, and the steric effects of the amidine substituent group.
Base-promoted annulation of amidoximes with alkynes: Simple access to 2,4-disubstituted imidazoles
Hua, Ruimao,Iqbal, Muhammad Asif,Lu, Le,Mehmood, Hina
, (2020/09/17)
An efficient construction of imidazole ring by a Cs2CO3-promoied annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synehetic ropte with high atom-utilieation for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-metal-free and ligand-free conditions. Intornal alkynes can also undetgo the annulation to give 2,4,5-trisubstituted imidazoles.
Hypervalent iodine in synthesis 81: A one-pot procedure for the synthesis of 1H-imidazole derivatives by cyclocondensation of ketones with [Hydroxy(tosyloxy)iodo]benzene and amidines
Zhang,Chen
, p. 2075 - 2077 (2007/10/03)
Tosyloxylation of ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB), followed by treatment with amidines provides a one-pot procedure for the synthesis of 1H-imidazole derivatives with good yields.
METHOD OF TREATING CONDITIONS SUSCEPTIBLE TO MODULATION OF NPY RECEPTORS WITH DIARYLIMIDAZOLE DERIVATIVES
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, (2008/06/13)
Certain diaryl imidazoles act as partial agonists or antagonists for NPY receptors, in particular NPY 5 receptors. They are of use, for example in treating loss of appetite. Such compounds bear aryl groups in the 2 position. Many of the compounds are novel.
SYNTHESIS OF IMIDAZOLE DERIVATIVES FROM α-HALOOXIMES AND AMIDINES BY USE OF IRON CARBONYLS
Nakanishi, Saburo,Nantaku, Junji,Otsuji, Yoshio
, p. 341 - 342 (2007/10/02)
The reaction of α-halooximes with amidines in the presence of iron carbonyls gives imidazole derivatives in good yields.This reaction occurs via deoxygenation of 4H-1,2,5-oxadiazines by iron carbonyls.
