Fig. 4: Gram-scale synthesis and further chemical transformations. | Nature Communications

Fig. 4: Gram-scale synthesis and further chemical transformations.

From: Ketones from aldehydes via alkyl C(sp3)−H functionalization under photoredox cooperative NHC/palladium catalysis

Fig. 4

a Si reagent (1.5 equiv.), imidazole (2.0 equiv.), THF, r.t. b Picolinaldehyde (1.5 equiv.), Pd(OAc)2 (10 mol%), PCy3 (20 mol%), N2 (20 mol%), Cs2CO3 (2.0 equiv.), PhCF3, 36 W Blue LEDs, r.t. c TBAF (2.0 equiv.), THF, r.t. d LiAlH4 (2.0 equiv.), Et2O, 0 °C. e TMSCN (3.0 equiv.), KF (3.0 equiv.), DMF, 80 °C. f (1) Si reagent (1.5 equiv.), imidazole (2.0 equiv.), THF, r.t.; (2) Styrene (2.0 equiv.), picolinaldehyde (1.5 equiv.), Pd(OAc)2 (10 mol%), PCy3 (20 mol%), N2 (20 mol%), Cs2CO3 (2.0 equiv.), PhCF3, 36 W Blue LEDs, r.t.; (3) TBAF (2.0 equiv.), THF, r.t. g Dess-Martin periodinane (2.0 equiv.), CH2Cl2, r.t.

Back to article page