Synthesis of novel ferrocene labelled steroidal derivatives via palladium-catalysed carbonylation. X-ray structure of 17-( N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)carbamoyl)-5α-androst-16-ene

Abstract

Homogeneous catalytic carbonylation of some representative steroidal substrates (alkenyl iodides/enol triflates 1– 5) has been carried out in the presence of ( E)-1-(4′-aminophenyl)-3-ferrocenyl-prop-2-en-1-one ( 6) as the nucleophile. The products 1a– 4a were obtained in moderate to good yield (43–75%) and were characterised with various spectroscopic methods ( 1H-, 13C NMR, IR, MS). The solid state structure of 17-( N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)-carbamoyl)-5α-androst-16-ene ( 1a) has also been determined by X-ray crystallography.