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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