17-Iodo-delta 16 steroids undergo selective dimerization and carbonylative dimerization in the presence of palladium catalysts in dimethylformamide which result in 16-17'-coupled dienes and 17-carboxylic anhydrides, respectively. Moderate to good yields have been obtained for both types of dimers.
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Steroidal alkenylphosphonates via palladium-catalyzed coupling reactions.
Steroids
December 1995
University of Veszprém, Department of Organic Chemistry, Hungary.
The palladium-catalyzed coupling of various 17-iodo-delta 16 steroids (17-iodo-androst-16-ene, 17-iodo-4-methyl-4-aza-androst-16-en-3-one, and 17-iodo-4-aza-androst-16-en-3-one) with dialkyl phosphites (dimethyl phosphite, diethyl phosphite, and diisopropyl phosphite) was examined in detail. The only successful condition for homogeneous coupling involved carrying out the reaction in the absence of any solvents. A large excess of dialkyl phosphite was used, which means that the phosphite itself acted as a solvent.
View Article and Find Full Text PDFHomogeneous catalytic dehalodimerization of 17-iodo-delta 16 steroids.
Steroids
December 1995
University of Veszprém, Department of Organic Chemistry, Hungary.
17-Iodo-delta 16 steroids undergo selective dimerization and carbonylative dimerization in the presence of palladium catalysts in dimethylformamide which result in 16-17'-coupled dienes and 17-carboxylic anhydrides, respectively. Moderate to good yields have been obtained for both types of dimers.
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