Ind2TiMe2‐catalyzed addition of methyl‐ and ethylamine to alkynes
Abstract: We describe a very simple hydrogenation-like experimental protocol for the addition of gaseous methyl- and ethylamine to alkynes in the presence of Ind2TiMe2 as the catalyst. For efficient hydroamination reactions it is sufficient to stir a mixture of the alkyne and the catalyst in toluen...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
3 November 2005
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| In: |
European journal of organic chemistry
Year: 2005, Issue: 22, Pages: 4843-4851 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.200500458 |
| Online Access: | Verlag, Pay-per-use, Volltext: http://dx.doi.org/10.1002/ejoc.200500458 Verlag, Pay-per-use, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.200500458 |
| Author Notes: | Klaudia Marcseková, Bernd Wegener, and Sven Doye |
| Summary: | Abstract: We describe a very simple hydrogenation-like experimental protocol for the addition of gaseous methyl- and ethylamine to alkynes in the presence of Ind2TiMe2 as the catalyst. For efficient hydroamination reactions it is sufficient to stir a mixture of the alkyne and the catalyst in toluene at temperatures between 80 °C (terminal alkynes) and 105 °C (internal alkynes) under a constant pressure of 1 atm of the corresponding amine. After subsequent reduction of the initially formed imines, methyl- and ethylamine derivatives are the final products of the described one-pot reaction sequences. In the case of 2-alkyl-1-phenylalkynes as starting materials, biologically interesting 2-phenylethylamine derivatives possessing a small methyl or ethyl substituent at the N atom are easily accessible by the new reaction protocol. |
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| Item Description: | Gesehen am 21.03.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.200500458 |