Indium-catalyzed intramolecular hydroamidation of alkynes: an exo-dig cyclization for the synthesis of pyranoquinolines through post-transformational reaction
An efficient approach for the synthesis of pyranoquinolines through the indium-catalyzed activation of alkynes is reported. Intramolecular hydroamidation of alkynes can proceed through alkyne activation by indium(III) and then 6-exo-dig cyclization, leading to a fused pyran ring with high selectivit...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
October 31, 2017
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| In: |
Organic letters
Year: 2017, Volume: 19, Issue: 22, Pages: 6124-6127 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/acs.orglett.7b02603 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1021/acs.orglett.7b02603 Verlag, Volltext: https://doi.org/10.1021/acs.orglett.7b02603 
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| Author Notes: | Saeed Balalaie, Sattar Mirzaie, Ali Nikbakht, Fatima Hamdan, Frank Rominger, Razieh Navari, and Hamid Reza Bijanzadeh |
| Summary: | An efficient approach for the synthesis of pyranoquinolines through the indium-catalyzed activation of alkynes is reported. Intramolecular hydroamidation of alkynes can proceed through alkyne activation by indium(III) and then 6-exo-dig cyclization, leading to a fused pyran ring with high selectivity, high atom economy, and good to excellent yields. The cyclization was accomplished through the oxygen, not the nitrogen, of the amide functional group. |
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| Item Description: | Gesehen am 05.09.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/acs.orglett.7b02603 |