Benzofuran derivatives are widely employed in medicine and pharmacology due to their remarkable biological activities and potential therapeutic applications. However, synthetic strategies toward cyclobutane-fused polycyclic benzofurans have remained largely unexplored. This thesis reports the use of a copper-based photocatalyst for the efficient and straightforward synthesis of cyclobutane-fused polycyclic benzofuran derivatives via a (UV) visible light-mediated [2+2] photocycloaddition reaction. This method offers a new and practical approach to access structurally complex benzofuran frameworks. The newly developed catalyst, [Cu(IPr)Cbz] (IPr= 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene; Cbz= carbazole), proved highly effective in this challenging and important transformation, demonstrating its value as an inexpensive and efficient photocatalytic system.
Benzofuran derivatives are widely employed in medicine and pharmacology due to their remarkable biological activities and potential therapeutic applications. However, synthetic strategies toward cyclobutane-fused polycyclic benzofurans have remained largely unexplored. This thesis reports the use of a copper-based photocatalyst for the efficient and straightforward synthesis of cyclobutane-fused polycyclic benzofuran derivatives via a (UV) visible light-mediated [2+2] photocycloaddition reaction. This method offers a new and practical approach to access structurally complex benzofuran frameworks. The newly developed catalyst, [Cu(IPr)Cbz] (IPr= 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene; Cbz= carbazole), proved highly effective in this challenging and important transformation, demonstrating its value as an inexpensive and efficient photocatalytic system.
Lighting the way: a copper(I)-carbazole-carbene catalyst for [2+2] photocycloaddition of benzofurans
MARCOLONGO, GIACOMO
2024/2025
Abstract
Benzofuran derivatives are widely employed in medicine and pharmacology due to their remarkable biological activities and potential therapeutic applications. However, synthetic strategies toward cyclobutane-fused polycyclic benzofurans have remained largely unexplored. This thesis reports the use of a copper-based photocatalyst for the efficient and straightforward synthesis of cyclobutane-fused polycyclic benzofuran derivatives via a (UV) visible light-mediated [2+2] photocycloaddition reaction. This method offers a new and practical approach to access structurally complex benzofuran frameworks. The newly developed catalyst, [Cu(IPr)Cbz] (IPr= 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene; Cbz= carbazole), proved highly effective in this challenging and important transformation, demonstrating its value as an inexpensive and efficient photocatalytic system.| File | Dimensione | Formato | |
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Marcolongo_Giacomo.pdf
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https://hdl.handle.net/20.500.12608/95875