A gold-catalyzed acid-assisted regioselective cyclization for the synthesis of polysubstituted oxazoles
Polysubstituted oxazole derivatives are obtained through a regioselective gold-catalyzed reaction of α-alkynylamides and alkynoates in the presence of nitriles. The intermediary obtained gold carbenes are generated by alkyne oxidation with a pyridine N-oxide. Acidic conditions ensure that only one o...
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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
5 February 2020
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| In: |
European journal of organic chemistry
Year: 2020, Issue: 16, Pages: 2384-2388 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201900699 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ejoc.201900699 Verlag, kostenfrei, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201900699 |
| Author Notes: | Qian Wang, Stephanie Hoffmann, Jasmin Schießl, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi |
| Summary: | Polysubstituted oxazole derivatives are obtained through a regioselective gold-catalyzed reaction of α-alkynylamides and alkynoates in the presence of nitriles. The intermediary obtained gold carbenes are generated by alkyne oxidation with a pyridine N-oxide. Acidic conditions ensure that only one of the two carbonyl oxygen atoms in these intermediates selectively cyclizes to the products in excellent yields. |
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| Item Description: | Gesehen am 18.05.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201900699 |