A visible light-catalyzed delayed aryl migration strategy for precise ipso-, para-difunctionalization of aromatic amines
Peer-Reviewed Publication
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A reserach team led by Guangfan Zheng and Qian Zhang at Northeast Normal University reported a visible light-mediated photoredox catalytic radical-polar cross-coupling strategy to achieve bifunctionalization of ipso- and para-positions in substituted aromatics. By utilizing the rapid coupling between sulfur dioxide and the dearomatized radical-type Meisenheimer intermediate, the Smiles rearrangement process was successfully delayed. Following radical ipso-cyclization, the inert C–N bond and the para-C–H bond were activated stepwise. This in-situ and para-bifunctionalization mode is complementary to the Catellani reaction, providing a novel strategy for precise multi-site modification of substituted aromatics. The article was published as an open access Research Article in CCS Chemistry, the flagship journal of the Chinese Chemical Society.
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