Gold-catalyzed one-pot synthesis of 1,3-disubstituted allenes from benzaldehydes and terminal alkynes
A new and facile one-pot synthesis of 1,3-disubstituted allenes, using cheap and readily available terminal alkynes, benzaldehyde derivatives and morpholine, was developed. A small library of 20 allenes demonstrates a broad applicability, with yields up to 86%. Isotopic-labelling and cross-over expe...
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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
September 25, 2019
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| In: |
Advanced synthesis & catalysis
Year: 2019, Volume: 361, Issue: 21, Pages: 5050-5056 |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201900824 |
| Online Access: | Verlag, Volltext: https://doi.org/10.1002/adsc.201900824 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201900824 
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| Author Notes: | Danilo M. Lustosa, Simon Clemens, Matthias Rudolph, and A. Stephen K. Hashmi |
| Summary: | A new and facile one-pot synthesis of 1,3-disubstituted allenes, using cheap and readily available terminal alkynes, benzaldehyde derivatives and morpholine, was developed. A small library of 20 allenes demonstrates a broad applicability, with yields up to 86%. Isotopic-labelling and cross-over experiments strongly indicate that our reaction proceeds via a two-step A3-coupling followed by a 1,5-hydrogen shift process. |
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| Item Description: | Gesehen am 21.11.2019 |
| Physical Description: | Online Resource |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201900824 |