Abstract

AbstractIn a tris(pentafluorophenyl)borane [B(C6F5)3]‐catalyzed reaction of alkenes with cyanogen halides (XCN), BrCN proceeds in a cyanation/bromination manner, in which a cationic CN character is realized. The reaction using ICN switched the mode to iodination/cyanation for enamide substrates and electron‐enriched styrenes. The origin of the iodination/cyanation is the B(C6F5)3‐enhanced σ‐hole generated on ICN.

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