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The sequential transfer of two sulfonamides to internal alkenes affords the construction of vicinal diamines. In the presence of a palladium catalyst, the reaction proceeds through two mechanistically different C-N bond formation reactions. It is initiated by aminopalladation, followed by a reductive amination of a palladated secondary carbon. The overall process proceeds with complete selectivity for both steps and thereby generates a convenient access to heterocyclic structures such as bisindolines, annelated indolines, and bispyrrolidines.
Kilian Muñiz (Wed,) studied this question.