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

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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.

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

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Publication details

The article was received on 02 Mar 2019, accepted on 03 May 2019 and first published on 16 May 2019


Article type: Paper
DOI: 10.1039/C9OB00515C
Org. Biomol. Chem., 2019, Advance Article

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

    A. Jana, P. Bhaumick, A. K. Panday, R. Mishra and L. H. Choudhury, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00515C

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