Gold(III)-catalyzed chemoselective annulations of anthranils with N-allylynamides for the synthesis of 3-azabicyclo[3.1.0]hexan-2-imines
We herein report the gold(III)-catalyzed selective annulation of anthranils with N-allylynamides under mild conditions. By trapping the in situ-generated α-imino gold carbenes, 3-azabicyclo[3.1.0]hexan-2-imines were obtained in high synthetic efficiency. The reaction, which can be conducted in the g...
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| Main Authors: | , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
28 Jun 2019
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| In: |
Chemical communications
Year: 2019, Volume: 55, Issue: 61, Pages: 9007-9010 |
| ISSN: | 1364-548X |
| DOI: | 10.1039/C9CC04027G |
| Online Access: | Resolving-System, Volltext: https://doi.org/10.1039/C9CC04027G Verlag: https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc04027g |
| Author Notes: | Lina Song, Xianhai Tian, Matthias Rudolph, Frank Rominger and A. Stephen K. Hashmi |
| Summary: | We herein report the gold(III)-catalyzed selective annulation of anthranils with N-allylynamides under mild conditions. By trapping the in situ-generated α-imino gold carbenes, 3-azabicyclo[3.1.0]hexan-2-imines were obtained in high synthetic efficiency. The reaction, which can be conducted in the gram scale, tolerates electron-rich and electron-deficient anthranils as well as a diverse set of functionalized ynamides (aryl- and alkyl-substituted terminal). |
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| Item Description: | Gesehen am 06.11.2019 |
| Physical Description: | Online Resource |
| ISSN: | 1364-548X |
| DOI: | 10.1039/C9CC04027G |