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- Publisher Website: 10.1002/adsc.201500610
- Scopus: eid_2-s2.0-84954392364
- WOS: WOS:000368342800022
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Article: Silver-Catalyzed Cyclization of Propargylic Amides to Oxazolines
| Title | Silver-Catalyzed Cyclization of Propargylic Amides to Oxazolines |
|---|---|
| Authors | |
| Keywords | heterocycles cyclization silver oxazolines |
| Issue Date | 2015 |
| Citation | Advanced Synthesis and Catalysis, 2015, v. 357, n. 18, p. 3943-3948 How to Cite? |
| Abstract | © 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.A ligand-accelerated effect is observed in the cyclization of propargylic amides catalyzed by bis(pyridyl)silver(I) complexes, with an unexpected reversal of electronic demand to the analogous NH addition reaction. The catalyst was found to be effective for internal alkyne substrates, offering exclusive selectivity for the 5-exo-dig product. Differences in selectivity profile between gold- and silver-catalyzed processes are highlighted and discussed. |
| Persistent Identifier | http://hdl.handle.net/10722/237519 |
| ISSN | 2023 Impact Factor: 4.4 2023 SCImago Journal Rankings: 1.020 |
| ISI Accession Number ID |
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Wong, Valerie H L | - |
| dc.contributor.author | White, Andrew J P | - |
| dc.contributor.author | Hor, T. S. | - |
| dc.contributor.author | Hii, K. K. | - |
| dc.date.accessioned | 2017-01-16T06:09:24Z | - |
| dc.date.available | 2017-01-16T06:09:24Z | - |
| dc.date.issued | 2015 | - |
| dc.identifier.citation | Advanced Synthesis and Catalysis, 2015, v. 357, n. 18, p. 3943-3948 | - |
| dc.identifier.issn | 1615-4150 | - |
| dc.identifier.uri | http://hdl.handle.net/10722/237519 | - |
| dc.description.abstract | © 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.A ligand-accelerated effect is observed in the cyclization of propargylic amides catalyzed by bis(pyridyl)silver(I) complexes, with an unexpected reversal of electronic demand to the analogous NH addition reaction. The catalyst was found to be effective for internal alkyne substrates, offering exclusive selectivity for the 5-exo-dig product. Differences in selectivity profile between gold- and silver-catalyzed processes are highlighted and discussed. | - |
| dc.language | eng | - |
| dc.relation.ispartof | Advanced Synthesis and Catalysis | - |
| dc.subject | heterocycles | - |
| dc.subject | cyclization | - |
| dc.subject | silver | - |
| dc.subject | oxazolines | - |
| dc.title | Silver-Catalyzed Cyclization of Propargylic Amides to Oxazolines | - |
| dc.type | Article | - |
| dc.description.nature | link_to_subscribed_fulltext | - |
| dc.identifier.doi | 10.1002/adsc.201500610 | - |
| dc.identifier.scopus | eid_2-s2.0-84954392364 | - |
| dc.identifier.volume | 357 | - |
| dc.identifier.issue | 18 | - |
| dc.identifier.spage | 3943 | - |
| dc.identifier.epage | 3948 | - |
| dc.identifier.eissn | 1615-4169 | - |
| dc.identifier.isi | WOS:000368342800022 | - |
| dc.identifier.issnl | 1615-4150 | - |