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Umlagerung von 3-Thioxo-Δ1,4-steroiden, ein neuer Zugang zu Steroidthiolen (1995)

Möller, Stephanie ; Weiß, Dieter ; Beckert, Rainer

Weinheim : Wiley-Blackwell

Liebigs Annalen 1995 (1995), S. 1397-1399

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ISSN: 0947-3440

Keywords: 3-Thioxoandrosta-1,4-dien-17-one, rearrangement of ; Thioestratriene ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Rearrangement of 3-Thioxo-Δ1,4-steroids, a New Approach of Steroid Thiols3-Thioxoandrosta-1,4-dien-17-one (1) is subjected to a dienthion-thiophenol rearrangement in aprotic and protic solvents in the presence of an acid catalyst resulting in the formation of 1-(acetylthio)-4-methylestra-1,3,5(10)-trien-17-one (2). 1-mercapto-4-methylestra-1,3,5(10)-trien-17-one (3), and the dimer 1,1′-(dithio)bis[4-methylestra-1,3,5(10)-trien-17-one] (4) as the reaction products. The mercapto compound 3 tends to be autoxidized to the sulfide 4.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.1995199507189

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