Abstract
AbstractUsing a reagent- and catalyst-free approach, a series of 2-substituted 1,2,3,4-tetrahydroquinazolines is synthesized by cyclocondensation between aldehydes and 2-aminobenzylamines via dehydration in water. The reactions are complete in 2 minutes under microwave irradiation and proceed well under stirring at room temperature, affording tetrahydroquinazolines in high to excellent yields. The products are water-insoluble and are isolated by simple filtration, avoiding a conventional work-up step and offering an organic-solvent-free process. Furthermore, the tetrahydroquinazolines are efficiently oxidized in a micellar medium derived from cetyltrimethylammonium bromide (CTAB) using a cheap commercial bleaching solution (4% NaOCl in water) to give quinazolines in high yields. This sustainable protocol has a near zero E-factor.
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