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Synthesis of steroidal diacyl hydrazines and their 1,3,4-oxadiazole derivatives
Zsolt Szarka1, Rita Skoda-Földes, Judit Horváth
1Research Group for Petrochemistry of the Hungarian Academy of Sciences, Egyetem u. 8. (P.O. Box 158), H-8200 Veszprém, Hungary.
Abstract:
Homogeneous catalytic hydrazinocarbonylation of some steroid derivatives possessing iodo-alkenyl moiety (17-iodo-androst-16-ene 1, 17-iodo-3-methoxy-estra-1,3,5(10),16-tetraene 2, 17-iodo-4-aza-4-methyl-androst-16-en-3-one 3 and 17-iodo-6beta-hydroxy-3alpha,5alpha-cycloandrost-16-ene 4) were carried out in the presence of a palladium catalyst, a base and acetic or benzoic hydrazide as the nucleophilic reagent. The corresponding N-acetamido-carbamoyl 1a-4a or N-benzamido-carbamoyl derivatives 1b-4b were obtained in high yields. Some of these derivatives served as starting materials for the synthesis of new steroidal 1,3,4-oxadiazole compounds.
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