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Carbophile Additionen von Organocupraten mit 1,3-Thiazol-5(4H)-thionen (1986)

Jenny, Christjohannes ; Wipf, Peter ; Heimgartner, Heinz

New York, NY : Wiley-Blackwell

Helvetica Chimica Acta 69 (1986), S. 1837-1843

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ISSN: 0018-019X

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Carbophilic Additions of Organocuprates and 1,3-Thiazole-5(4H)-thionesOrganocuprates and 1,3-thiazole-5(4H)-thiones 1 react in THF at 0° via carbophilic addition onto the C—S bond to give 4,5-dihydro-1,3-thiazole-5-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).

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/hlca.19860690809

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