The synthesis of N-unprotected 2-aryl-3-cyanoindoles was realized via the Mn(III)-mediated radical cascade cyclization of -alkenyl aromatic isocyanides with boronic acids. A possible mechanism involving a sequential intermolecular radical addition, intramolecular cyclization, and cleavage of the C-C bond under mild reaction conditions is proposed. Mechanism studies show that HO or O might provide the oxygen source for the elimination of benzaldehyde.

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http://dx.doi.org/10.1021/acs.orglett.1c01979DOI Listing

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