Fig. 5: Elaboration of 1,4-cyclohexedienes 14 and 16 and bicyclic products 17.
From: Dearomative di- and trifunctionalization of aryl sulfoxides via [5,5]-rearrangement
Conditions for eq 1: 14 (0.2 mmol), AlCl3 (0.5 equiv), DCM, rt, 12 h; Conditions for eq 2: 16 (0.2 mmol), NaOH (10% aq.)/Et2O, rt, 12 h; Conditions for eq 3: 17 (0.2 mmol), DDQ (2.0 equiv), THF, 0 °C or rt, 2 h; then H2SO4 aq., rt, 12 h.
