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Zirconocene-Initiated Intramolecular Hydride Transfer in N-Iso­alkyl-Substituted Propargylamines

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The unusual transformation of N-isoalkyl-substituted propargylamines into alkenylamines under the action of Cp2ZrCl2 and organoaluminum compounds (Me3Al, EtAlCl2) has been observed. The proposed mechanism, involving the N-isoalkyl-substituted propargylamine undergoing zirconocene-initiated… Click to show full abstract

The unusual transformation of N-isoalkyl-substituted propargylamines into alkenylamines under the action of Cp2ZrCl2 and organoaluminum compounds (Me3Al, EtAlCl2) has been observed. The proposed mechanism, involving the N-isoalkyl-substituted propargylamine undergoing zirconocene-initiated intramolecular hydride transfer was supported by B3LYP/6-31G(d)/LanL2DZ calculations.

Keywords: zirconocene initiated; hydride transfer; intramolecular hydride; initiated intramolecular; substituted propargylamines

Journal Title: Synlett
Year Published: 2018

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