Sequential change in one-pot, three-component protocol: A stepping stone in heterocyclic synthesis

Two different heterocycles, thiazole-2-imines and imidazole-2-thiones, have been conveniently synthesized by just altering the sequential order (1 + 2 + 3 or 1 + 3 + 2) when combining the same components [aryl amine (1), aryl isothiocyanate (2), and phenacyl bromide (3)] in one-pot, three-component...

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Bibliographic Details
Published in:Synthetic communications Vol. 46; no. 11; pp. 942 - 948
Main Authors: Raja, Ranganathan, Murugan, Dinesh, Sivasubramaniyan, Archana, George, Jaabil, Perumal, Sakthivel, Alagusundaram, Ponnuswamy, Jayakumar, Mohan Raj, Saminathan, Murugavel
Format: Journal Article
Language:English
Published: Philadelphia Taylor & Francis 02-06-2016
Taylor & Francis Ltd
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Summary:Two different heterocycles, thiazole-2-imines and imidazole-2-thiones, have been conveniently synthesized by just altering the sequential order (1 + 2 + 3 or 1 + 3 + 2) when combining the same components [aryl amine (1), aryl isothiocyanate (2), and phenacyl bromide (3)] in one-pot, three-component protocols. The third possible sequential order of combination (2 + 3 + 1) chemoselectively affords thiazole-2-imine. The finding is a stepping stone in the synthetic applicability of sequential one-pot, three-component protocols.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2016.1178775