A photo‐induced substitutive introduction of an aldoxime functional group to carbon chains was achieved using photo‐excited 4‐benzoylpyridine as a C(sp3)−H bond cleaving agent and arylsulfonyl oxime as an aldoxime precursor. The non‐acidic C−H bonds in various substances, including cycloalkanes, ethers, azacycles, and cyclic sulfides, were chemoselectively converted at ambient temperature under neutral conditions. The present transformation is a formal formylation of non‐acidic C(sp3)−H bonds in a single step.
Using photo‐excited 4‐benzoylpyridine as sensitizer and p‐anisylsulfonyl oxime as an aldoxime precursor, the chemoselective introduction of the aldoxime functional group into various substrates is achieved.
Photoinduced Sulfonylation of Cyclic Ethers. -A novel method for the synthesis of -sulfonylated cyclic ethers by a photoinduced reaction with sulfonyl chlorides is presented. Ambroxide (VI) reacts with high diastereoselectivity under these conditions. Additionally, the suitability of the sulfonyl substituent for further functionalization is demonstrated for product (VII). -(KAMIJO*, S.; HIROTA, M.; TAO, K.; WATANABE, M.; MURAFUJI, T.; Tetrahedron Lett. 55 (2014) 40, 5551-5554, http://dx.
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