I2/DMSO mediated multicomponent reaction for the synthesis of 2-arylbenzo[d]imidazo[2,1-b] thiazole derivatives

Literature Information

Publication Date 2019-05-16
DOI 10.1039/C9OB00515C
Impact Factor 3.876
Authors

Asim Jana, Prabhas Bhaumick, Anoop Kumar Panday, Richa Mishra, Lokman H. Choudhury


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Abstract

Synthesis of a series of 2-arylbenzo[d]imidazo[2,1-b] thiazoles tethered with barbituric acid moiety has been reported from the three component reaction of 2-aminobenzothiazoles, barbituric acids and terminal aryl acetylenes or aryl methyl ketones in the presence of I2 in DMSO medium. Both conventional and microwave heating conditions can be used for this multicomponent reaction. The salient features of this methodology are: (i) formation of one C–C and two C–N bonds in one-pot under metal-free oxidation followed by cyclization, (ii) selective formation of the fused imidazole ring, (iii) wide substrate scope, (iv) easy purification of the products, (v) products having more than one pharmaceutically important motifs and (vi) gram scale synthesis possible.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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