Gold(III)-catalyzed site-selective and divergent synthesis of 2-Aminopyrroles and Quinoline-based Polyazaheterocycles
A facile, site-selective, and divergent approach to construct 2-aminopyrroles and quinoline-fused polyazaheterocycles enabled by a simple gold(III) catalyst from ynamides and anthranils under mild reaction conditions is described. This one-pot strategy uses readily available starting materials, proc...
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| Main Authors: | , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
November 11, 2018
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| In: |
Angewandte Chemie
Year: 2018, Volume: 130, Issue: 50, Pages: 16787-16791 |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.201810369 |
| Online Access: | Resolving-System, Volltext: http://dx.doi.org/10.1002/ange.201810369 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ange.201810369 
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| Author Notes: | Zhongyi Zeng, Hongming Jin, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
| Summary: | A facile, site-selective, and divergent approach to construct 2-aminopyrroles and quinoline-fused polyazaheterocycles enabled by a simple gold(III) catalyst from ynamides and anthranils under mild reaction conditions is described. This one-pot strategy uses readily available starting materials, proceeds in a highly step- and atom-economical manner, with broad substrate scope and scale-up potential. The key element for success in this tandem reaction is a catalyst-directed preferred quenching of the in situ generated gold carbene intermediates by a nucleophilic benzyl/2-furylmethyl moiety on the ynamides as an alternative to the known C−H annulation leading to indoles. |
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| Item Description: | Laut Frontdoor bereits am 11. Oktober 2018 erschienen Gesehen am 11.12.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.201810369 |