Silyl Radical–Mediated Photocatalytic Decyanation of α-Monosubstituted Malononitriles
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ID: 319018
2026
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Abstract
Abstract This manuscript represents a photocatalytic decyanation of α-monosubstituted malononitriles using a silyl boronic acid pinacol ester as a silyl radical precursor. The reaction proceeds under mild conditions via a radical–polar crossover mechanism, affording a variety of aliphatic nitriles in good to high yields with broad functional group tolerance. This protocol can be extended to decyanative deuteration using D2O, enabling the site-selective synthesis of deuterated nitriles. Mechanistic studies suggest that silyl radical addition to the nitrogen atom of the cyano group triggers decyanation through an imidoyl radical intermediate.
| Reference Key |
openalex_W7166345211
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|---|---|
| Authors | Yuto Yoshida, Shuichi Nakamura, Naoki Yasukawa |
| Journal | phytochemistry letters |
| Year | 2026 |
| DOI |
10.1093/chemle/upag139
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| URL | |
| Keywords | Keywords not found |
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