Toluene → HCID 59578015, compound

Participants

Reaction Conditions

Reaction Steps

As an alternative, this material was prepared through a palladium-catalyzed coupling in analogy to a procedure described in literature: W. E Shakespeare, Tetrahedron Lett. 1999, 40 p 2035): A mixture of 8-(2-chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one (0.085 g), palladium(II) acetate (0.012 g), 1,1′-bis(diphenylphosphino)-ferrocene (0.021 g) was treated under an argon atmosphere at RT with 4-iodobenzotrifluoride (0.211 g in toluene, 5 ml) and sodium tert-butoxide (0.142 g). More toluene (5 ml) was added and the mixture was then heated at 120° C. for 23 h. It was then cooled to RT, diluted with AcOEt and filtered through Celite. The filtrate was washed with aqueous NH4Cl, brine, dried over Na2SO4 and concentrated onto silica gel. Flash chromatography (eluent; MeOH/CH2Cl2 0 to 5%) gave the desired compound as a light brown solid (0.029 g). 473.1 (MH+)

Provenance & Evidence