Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol

Mohd Nazeef; Km Neha Shivhare; Shabir Ali; Saif Ansari; I R Siddiqui

doi:10.1007/s11030-020-10145-8

Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol

Mol Divers. 2021 Nov;25(4):2479-2486. doi: 10.1007/s11030-020-10145-8. Epub 2020 Sep 27.

Authors

Mohd Nazeef¹, Km Neha Shivhare¹, Shabir Ali², Saif Ansari¹, I R Siddiqui³

Affiliations

¹ Laboratory of Green Synthesis, Department of Chemistry, University of Allahabad, Allahabad, 211002, India.
² Department of Chemistry, Aligarh Muslim University, Aligarh, 202002, India.
³ Laboratory of Green Synthesis, Department of Chemistry, University of Allahabad, Allahabad, 211002, India. [email protected].

PMID: 32980996
DOI: 10.1007/s11030-020-10145-8

Abstract

A new metal-free approach to construct medicinally valuable 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C-S, C-N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions.

Keywords: 1-Aryl-1H,3H-thiazolo[3,4-a]benzimidazoles; Ethanol–water; Green synthesis; Metal-free; Visible light.

MeSH terms

Benzimidazoles* / chemical synthesis
Benzimidazoles* / chemistry
Chemistry Techniques, Synthetic
Ethanol* / chemistry
Light*
Photochemical Processes*
Water / chemistry

Substances

Ethanol
Benzimidazoles
Water