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DOI: 10.1055/a-2348-5564
Dehydration in water Reagentless and effortless synthesis of tetrahydroquinazolines under microwave-irradiation or room-temperature stirring and subsequent conversion to quinazolines in micellar media
Supported by: DBT-BUILDER project no. BT/INF/22/SP42543/2021![](https://www.thieme-connect.de/media/synthesis/0000AAM/lookinside/thumbnails/10.1055-a-2348-5564-1.jpg)
In a reagent-free, catalyst-free approach, a series of 2-substituted-1,2,3,4-tetrahydroquinazolines were synthesized by cyclo-condensation between various aldehydes and 2-aminobenzylamines via dehydration reaction in water. The reactions took just 2 min under microwave irradiation and proceeded well under stirring at room temperature affording tetrahydroquinazolines in high to excellent yields. The products were water-insoluble and isolated by simple filtration avoiding a conventional work-up step and offering an organic solvent-free process. Furthermore, terahydroquinazolines were efficiently oxidized to quinazolines in cetyltrimethylammonium bromide (CTAB) derived micellar media with cheap commercial bleaching solution (4% NaOCl in water) in high yields. This sustainable protocol has near zero E-factor.
Publication History
Received: 13 May 2024
Accepted after revision: 19 June 2024
Accepted Manuscript online:
19 June 2024
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