Shi, Junxing; Heimgartner, Heinz (1996). New addition reactions of organometal compounds with 4,4-Dimethyl-1,3-thiazole-5(4H)-thione. Helvetica Chimica Acta, 79(2):371-384.
Abstract
Addition reactions of organometallic reagents with 4,4-disubstituted 1,3-thiazole-5(4H)-thiones were studied. Whereas the reactions with alkyllithium and alkyl Grignard reagents occurred in the thiophilic manner, the carbophilic addition was observed with allyllithium and allyl Grignard reagents. A radical reaction mechanism is proposed for rationalizing these observations (Scheme 5). A radical cyclization of the prepared 5-allyl-4,5-dihydro-1,3-thiazole-5-thiol derivatives yielded 1,6-dithia-3-azaspiro[4.4]non-2-enes (Table4).
| Item Type: | Journal Article, refereed, original work |
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| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
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| Dewey Decimal Classification: | 540 Chemistry |
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| 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 |
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| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
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| Language: | English |
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| Date: | 1996 |
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| Deposited On: | 25 Nov 2013 08:28 |
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| Last Modified: | 10 Mar 2025 02:38 |
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| Publisher: | Wiley-Blackwell |
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| ISSN: | 0018-019X |
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| Funders: | Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel |
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| OA Status: | Closed |
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| Publisher DOI: | https://doi.org/10.1002/hlca.19960790206 |
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| Project Information: | - Funder: SNSF
- Grant ID:
- Project Title: Swiss National Science Foundation
- Funder:
- Grant ID:
- Project Title: F. Hoffmann-La Roche AG, Basel
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Shi, Junxing