✦ LIBER ✦

The oxidation of 4-aza-5-prregnene-3,20-dione with benzeneseleninic anhydride. Formation and decomposition of a selenoxide intermediate

✍ Scribed by Thomas G. Back; Nan Ibrahim

Book ID: 104238088
Publisher: Elsevier Science
Year: 1979
Tongue: French
Weight: 210 KB
Volume: 20
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)86753-8

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✦ Synopsis

The enamide moiety of the title azasteroid reacted with benzeneseleninic anhydride to afford products derived chiefly from a Pummerer-type reaction at C-6.

The intermediate selenoxide was also prepared by oxidation of the corresponding selenide.

Benzeneseleninic acid (L) and benzeneseleninic anhydride (2) function as mild oxidants of various nitrogen nucleophiles, resulting in a number of synthetically useful transformationsl.