-transparent.png){kind=logo}
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. Eight new androst-16-ene derivatives with phosphonate groups at C-17 were synthesized and characterized. These steroids are of pharmacological interest as potential 5 alpha-reductase inhibitors. Under the same conditions, methylation of lactam NH was observed using dimethyl phosphite.
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
March 2011,
The Journal of organic chemistry,
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
November 2002,
Angewandte Chemie (International ed. in English),
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
June 2017,
Advanced synthesis & catalysis,
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
November 2017,
Chemical communications (Cambridge, England),
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
June 2015,
The Journal of organic chemistry,
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
December 2003,
Chemical communications (Cambridge, England),
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
July 2005,
Angewandte Chemie (International ed. in English),
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
October 2011,
Chemical Society reviews,
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
June 2022,
Organic letters,
R Skoda-Földes, and
L Kollár, and
J Horváth, and
Z Tuba
January 2008,
Journal of combinatorial chemistry,
