Visible-light-driven synthesis of quinazoline derivatives using a recyclable CuO/TiO2 nanocomposite photocatalyst
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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Danial Zand Hoseinshahi1, Asadollah Hassankhani1, Ali Akbari2
1Department of New Materials, Institute of Science and High Technology and Environmental Sciences, Graduate University of Advanced Technology P.O. Box 76315-117 Kerman Iran ahassankhani@gmail.com +98 3426226617 +98 3426226611-12.
Abstract:
A visible-light-driven photocatalytic protocol was developed for the synthesis of diverse quinazoline derivatives using a recyclable CuO/TiO2 nanocomposite as a heterogeneous catalyst. Characterization by XRD, FT-IR, FE-SEM, and UV-Vis DRS confirmed the successful fabrication of the composite with enhanced visible-light absorption. Under blue-LED irradiation and ambient air, the CuO/TiO2 catalyst effectively mediated the cascade oxidation of 2-aminobenzyl alcohol to 2-aminobenzaldehyde, followed by condensation with benzaldehydes and an ammonia source to afford a broad scope of quinazolines in good to excellent isolated yields (89-96%). Radical-trapping experiments demonstrated that superoxide radical species (O2˙-) and photogenerated holes (h+) play pivotal roles in the catalytic transformation. Furthermore, the catalyst exhibited good operational stability and could be recycled over multiple consecutive cycles without significant loss of catalytic activity.
