Synthesis of Novel Organosiliconsulfur-Containing Tetrasubstituted Imidazoles Sonocatalyzed by La_xSr_1−xFe_yCo_1−yO₃ Nanoperovskites

Abstract

The one-pot synthesis of tetrasubstituted imidazoles by use of a series of La_xSr_1 − xFe_yCo_1 − yO₃ perovskites as catalysts is described. The La_0.8Sr_0.2Fe_0.34Co_0.66O₃ nanocatalyst had the greatest activity in the heterogeneous cyclocondensation of an aldehyde, benzil, ammonium acetate, and a primary aromatic amine in water under ultrasonic irradiation. Some of the derivatives generated during this work were utilized as substrates for the synthesis in good yields of novel multifunctional tetrasubstituted imidazoles with Me₃Si, C=S, and SH groups, via nucleophilic attack of tris(trimethylsilyl)methyllithium (TsiLi) at the carbon of carbon disulphide.

GRAPHICAL ABSTRACT

Keywords:

• Imidazoles
• La_xSr_1 − xFe_yCo_1 − yO₃ perovskites
• MCRs
• organosiliconsulfur
• ultrasonic irradiation

ACKNOWLEDGMENTS

We thank J. D. Smith for his helpful comments. The authors are thankful to those who contributed to this project, especially A. Niaei, D. Salari, and Samira Arefi Oskoui.

SUPPLEMENTAL MATERIAL

Full experimental details and ¹H and ¹³C NMR spectra for this article can be accessed on the publisher’s website.