Catalyst-free synthesis of oxazol-2(3H)-ones from sulfilimines and diazo compounds through a tandem rearrangement/aziridination/ring-expansion reaction
Oxazol-2(3H)-ones play a significant role in the fields of organic synthesis and drug development. The classical synthesis of oxazol-2(3H)-one derivatives requires high temperatures, metal catalysts, complex substrates or multi-step reactions. We report a concise synthesis of oxazol-2(3H)-ones from...
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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
16 Apr 2021
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| In: |
Organic chemistry frontiers
Year: 2021, Volume: 8, Issue: 13, Pages: 3314-3319 |
| ISSN: | 2052-4129 |
| DOI: | 10.1039/D1QO00473E |
| Online Access: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1039/D1QO00473E Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2021/qo/d1qo00473e 
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| Author Notes: | Lina Song, Xianhai Tian, Chunyu Han, Mehran Amanpur, Frank Rominger and A. Stephen K. Hashmi |
| Summary: | Oxazol-2(3H)-ones play a significant role in the fields of organic synthesis and drug development. The classical synthesis of oxazol-2(3H)-one derivatives requires high temperatures, metal catalysts, complex substrates or multi-step reactions. We report a concise synthesis of oxazol-2(3H)-ones from readily available diazo compounds and sulfilimines through a tandem rearrangement/aziridination/ring-expansion reaction in the absence of any catalyst and additive. This reaction is scalable and the obtained products were readily converted to other valuable aza-heterocyclic frameworks. |
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| Item Description: | Gesehen am 07.05.2021 |
| Physical Description: | Online Resource |
| ISSN: | 2052-4129 |
| DOI: | 10.1039/D1QO00473E |