Hydrotalcite: recyclable, novel heterogeneous catalyst for facile, environmentally benign and high yielding multi-component synthesis and mechanistic study under solvent free conditions
The synthesis of the 4H-pyrimido[2,1-b][1,3]benzothiazole (1a-1h), 1,2,4-triazoloquinazolines (2a,2b), octahydroquinazolinones (3a,3b) and fused thiazolo[2,3-b]quinazolinone (4a,4b) by multicomponent reactions using aldehydes, dicarbonyl and 2-amino benzothiazole/3-amino-1,2,4-triazole/urea/thiorea...
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Veröffentlicht in: | Catalysis science & technology 2012-01, Vol.2 (12), p.2465-2475 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The synthesis of the 4H-pyrimido[2,1-b][1,3]benzothiazole (1a-1h), 1,2,4-triazoloquinazolines (2a,2b), octahydroquinazolinones (3a,3b) and fused thiazolo[2,3-b]quinazolinone (4a,4b) by multicomponent reactions using aldehydes, dicarbonyl and 2-amino benzothiazole/3-amino-1,2,4-triazole/urea/thiorea has been carried out in the presence of Mg-Al-CO sub(3) and Ca-Al-CO sub(3) hydrotalcite as a heterogeneous catalyst. Hydrotalcites need short reaction times, are non-toxic, easy to work up and reusable under solvent free conditions, hence making this process environment friendly. A detailed mechanistic study shows that the reaction using urea proceeds through imine intermediate 6. In addition, we have isolated and characterized the key intermediate of the reaction by using hydrotalcite. |
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ISSN: | 2044-4753 2044-4761 |
DOI: | 10.1039/c2cy20067h |