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Synthesis 2023; 55(22): 3759-3776
DOI: 10.1055/a-2111-9910
DOI: 10.1055/a-2111-9910
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Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Terminal Alkynes
We thank the Research Training Group ‘Chemical Bond Activation’ (GRK 2226) funded by the Deutsche Forschungsgemeinschaft for financial support of this project.
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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2111-9910.
- Supporting Information
Publication History
Received: 17 May 2023
Accepted after revision: 16 June 2023
Accepted Manuscript online:
16 June 2023
Article published online:
27 July 2023
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For selected reviews on hydroaminoalkylation chemistry, see:
For selected pioneering studies in the field of hydroaminoalkylation chemistry, see: