Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Terminal Alkynes

Abstract

Terminal alkynes undergo intermolecular hydroaminoalkylation reactions with secondary amines in the presence of titanium catalysts and depending on the catalyst and the structure of the substrates, allylic amines and/or imines are formed as products in moderate yields. In addition, the desired allylamines can also be obtained from a convenient reaction sequence consisting of an initial hydroaminoalkylation of trimethylsilyl-protected alkynes and a subsequent protodesilylation that selectively delivers γ-unsubstituted allylamines.

Key words

alkynes - allylamines - C–H activation - hydroaminoalkyl­ation - titanium - catalysis

Publikationsverlauf

Eingereicht: 17. Mai 2023

Angenommen nach Revision: 16. Juni 2023

Accepted Manuscript online:
16. Juni 2023

Artikel online veröffentlicht:
27. Juli 2023

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