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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Photocatalytic Synthesis of Azetidines and Cyclobutanes via Energy Transfer-Mediated [2 + 2] Cycloaddition
Manasi Mallick1, Koustav Pal1, Devarajulu Sureshkumar1
1Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, West Bengal, India.
Abstract:
We report a [2 + 2] cycloaddition reaction enabled by triplet energy transfer (EnT) for the efficient construction of four-membered frameworks, including azetidines and cyclobutanes. The reaction proceeds under mild conditions with alkenes bearing biologically relevant motifs, such as 6-azauracil and coumarin, delivering products with excellent diastereo- and regioselectivity. The protocol features operational simplicity, requires no external additives, and affords the desired products in high yields with minimal side reactions.
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