Abstract
Wolff-Kishner reduction under Huang Minlon's condition of 2-arylmethylene-3-oxo-steroids were investigated, and following results were obtained. 1. Reaction of 2-benzylidene-5α-androstan-3-one (I) gave 2α, 3α-phenylmethylene-5α-androstane (II) and 5α-androstano [3, 2-c] pyrazole (IV). 2. Reaction of 2-benzylideneandrost-4-en-3-one (XXII) gave 2α, 3α-phenylmethyleneandrost-4-ene (XXIII), 5β-androstano [3, 2-c] pyrazole (XXIV), IV and androst-4-eno [3, 2-c] pyrazole (XXV). 3. Reaction of 2-benzylideneandrost-4, 6-dien-3-one (XXVI) gave 2α, 3α-phenylmethyleneandrost-4, 6-diene (XXVII) and XXV. Stereochemistry of products and reasonable explanation for the reaction process were presented.
