Selective, Ambient-Temperature C‑4 Deuteration of Pyrazole Derivatives by D2O
A simple, inexpensive, and highly efficient procedure for the selective deuteration (up to >99% D atom %) of the C-4 position of pyrazole substrates activated by NH2 or OH groups at the C-3(5) position is reported. The deuteration reaction is carried out by simply dissolving the substrate in D2O...
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Veröffentlicht in: | Journal of organic chemistry 2018-02, Vol.83 (3), p.1649-1653 |
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container_title | Journal of organic chemistry |
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creator | Ahmed, Basil M Mezei, Gellert |
description | A simple, inexpensive, and highly efficient procedure for the selective deuteration (up to >99% D atom %) of the C-4 position of pyrazole substrates activated by NH2 or OH groups at the C-3(5) position is reported. The deuteration reaction is carried out by simply dissolving the substrate in D2O or other deuterated protic solvents, either in the absence of a catalyst with heating, or under acidic catalysis at ambient temperature; the products are obtained by simple evaporation of the solvent. |
doi_str_mv | 10.1021/acs.joc.7b03062 |
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The deuteration reaction is carried out by simply dissolving the substrate in D2O or other deuterated protic solvents, either in the absence of a catalyst with heating, or under acidic catalysis at ambient temperature; the products are obtained by simple evaporation of the solvent.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.7b03062</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2018-02, Vol.83 (3), p.1649-1653</ispartof><rights>Copyright © 2018 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-3120-3084</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.joc.7b03062$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.7b03062$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,27076,27924,27925,56738,56788</link.rule.ids></links><search><creatorcontrib>Ahmed, Basil M</creatorcontrib><creatorcontrib>Mezei, Gellert</creatorcontrib><title>Selective, Ambient-Temperature C‑4 Deuteration of Pyrazole Derivatives by D2O</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A simple, inexpensive, and highly efficient procedure for the selective deuteration (up to >99% D atom %) of the C-4 position of pyrazole substrates activated by NH2 or OH groups at the C-3(5) position is reported. 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Org. Chem</addtitle><date>2018-02-02</date><risdate>2018</risdate><volume>83</volume><issue>3</issue><spage>1649</spage><epage>1653</epage><pages>1649-1653</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>A simple, inexpensive, and highly efficient procedure for the selective deuteration (up to >99% D atom %) of the C-4 position of pyrazole substrates activated by NH2 or OH groups at the C-3(5) position is reported. The deuteration reaction is carried out by simply dissolving the substrate in D2O or other deuterated protic solvents, either in the absence of a catalyst with heating, or under acidic catalysis at ambient temperature; the products are obtained by simple evaporation of the solvent.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.joc.7b03062</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-3120-3084</orcidid></addata></record> |
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title | Selective, Ambient-Temperature C‑4 Deuteration of Pyrazole Derivatives by D2O |
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