Selenium Transfer from Secondary Phosphine Selenides to Aminoacetylenic Ketones: Access to 1,2-Dihydro‑3H‑pyrrole-3-selones with a Stable CSe Bond
Secondary phosphine selenides were found to react with γ-aminoacetylenic ketones (80–85 °C, MeCN, 17–40 h) to afford 1,2-dihydro-3H-pyrrole-3-selones in 48–80% yields, products of unprecedented selenium transfer from the PSe bond to replace the carbonyl oxygen and to form dihydro-3H-pyrrole-3-selon...
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Veröffentlicht in: | Organic letters 2024-09, Vol.26 (35), p.7336-7340 |
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container_title | Organic letters |
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creator | Volkov, Pavel Verkhoturova, Svetlana Khrapova, Kseniya Arbuzova, Svetlana Bidusenko, Ivan Albanov, Alexander Trofimov, Boris |
description | Secondary phosphine selenides were found to react with γ-aminoacetylenic ketones (80–85 °C, MeCN, 17–40 h) to afford 1,2-dihydro-3H-pyrrole-3-selones in 48–80% yields, products of unprecedented selenium transfer from the PSe bond to replace the carbonyl oxygen and to form dihydro-3H-pyrrole-3-selones having a CSe bond stable under ambient conditions. |
doi_str_mv | 10.1021/acs.orglett.4c02491 |
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Lett</addtitle><date>2024-09-06</date><risdate>2024</risdate><volume>26</volume><issue>35</issue><spage>7336</spage><epage>7340</epage><pages>7336-7340</pages><issn>1523-7060</issn><issn>1523-7052</issn><eissn>1523-7052</eissn><abstract>Secondary phosphine selenides were found to react with γ-aminoacetylenic ketones (80–85 °C, MeCN, 17–40 h) to afford 1,2-dihydro-3H-pyrrole-3-selones in 48–80% yields, products of unprecedented selenium transfer from the PSe bond to replace the carbonyl oxygen and to form dihydro-3H-pyrrole-3-selones having a CSe bond stable under ambient conditions.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.orglett.4c02491</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-0783-6233</orcidid><orcidid>https://orcid.org/0000-0002-0430-3215</orcidid></addata></record> |
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title | Selenium Transfer from Secondary Phosphine Selenides to Aminoacetylenic Ketones: Access to 1,2-Dihydro‑3H‑pyrrole-3-selones with a Stable CSe Bond |
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