Abstract Chlorine at an sp 2-carbon in steroids has been shown to be reactive in Suzuki- Miyaura cross-coupling reactions with either Ni or Pd catalysts. The coupling of analogous 6- bromo derivatives has also been demonstrated to be applicable to a wider scope of substrates. The Suzuki-Miyaura arylation of 6-bromo-Δ 3, 5-steroid enol ethers with subsequent hydrolysis is a useful route to 6-arylated steroids bearing aryl at a saturated ...
[Marsh, David A.; Brodie, Harry J.; Garrett, Wesley; Tsai-Morris, Chon-Hwa; Brodie, Angela M. H. Journal of Medicinal Chemistry, 1985 , vol. 28, # 6 p. 788 - 795]