A Photochemical Strategy for the Synthesis of Caprolactams via Dearomative Ring Expansion of Nitroarenes
Alessandro Ruffoni,
Daniele Leonori,
Raquel Sánchez-Bento
et al.
Abstract:This paper outlines a novel strategy for the preparation of seven membered ring lactams from simple nitroarenes. The approach is based on a photochemical dearomative ring expansion starting with the conversion of the nitro group into a singlet nitrene. This process is mediated by blue light, occurs at room temperature and overall enables the insertion of the nitro N-atom into the benzenoid framework. This step transforms the aromatic starting material into a seven-membered ring azepine, that, following hydroge… Show more
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