Triple‐Bond Directed Csp2−N Bond Formation with N‐Fluorobenzenesulfonimide as Aminating Source: One‐Step Transformation of Aldehydes into Amines.

A metal‐free, versatile triple‐bond directed approach for the decarbonylative C−H amination of ortho‐alkynyl quinoline/pyridine aldehydes using N‐fluorobenzenesulfonimide as nitrogen source under mild reaction conditions has been described. The designed reaction strategy was triggered by trapping of fluorine by base with subsequent attack of bis(phenylsulfonyl)‐λ2‐azane on the carbonyl carbon of a heterocycle, which was gradually converted into the corresponding amine through a Curtius type rearrangement. This protocol provides a one‐step approach for the conversion of aldehydes into amines in good yields. The synthesized amines were successfully transformed into biologically important pyrroloquinolines/pyridines. [ABSTRACT FROM AUTHOR]