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Jenny, Christjohannes; Wipf, Peter; Heimgartner, Heinz (1986). Carbophile Additionen von Organocupraten mit 1,3-Thiazo1-5(4H)-thionen. Helvetica Chimica Acta, 69(8):1837-1843.
Organocuprates and 1,3-thiazole-S(4H)-thiones 1 react in THF at 0° via carbophilic addition onto the C=S bond to give 4,5-dihydro-1,3-thiazole-S-thiols 3 (Scheme 3). This observation is in marked contrast to the previously described reaction of organolithium compounds and 1, which undergo a thiophilic addition onto the exocyclic S-atom. As an exception, treatment of the 1,3-thiazole-5(4H)-thione 1a with tert-butyl cuprate leads to 7a (Scheme 3).
| Other titles: | Carbophilic Additions of Organocuprates and 1,3-Thiazole-5(4H)-thiones |
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| Item Type: | Journal Article, refereed, original work |
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Catalysis
Life Sciences > Biochemistry Life Sciences > Drug Discovery Physical Sciences > Physical and Theoretical Chemistry Physical Sciences > Organic Chemistry Physical Sciences > Inorganic Chemistry |
| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
| Language: | German |
| Date: | 1986 |
| Deposited On: | 03 Jun 2014 07:03 |
| Last Modified: | 11 Mar 2025 02:38 |
| Publisher: | Wiley-Blackwell |
| ISSN: | 0018-019X |
| Funders: | Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung, F. Hoffmann-La Roche & Co. AG, Basel |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/hlca.19860690809 |
| Project Information: |
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Jenny, Christjohannes