Ji Hyeon Gong

Synthesis of N-substituted 1,4-dihydroquinolines from the Baylis–Hillman acetates via the successive SN2′–SNAr isomerization strategy

Abstract 1,4-Dihydroquinolines 4a–e were prepared from the reaction of the Baylis–Hillman acetates of ortho-halobenzaldehydes and benzylamine or cyclohexylamine via the successive SN2′–SNAr isomerization strategy.

Synthesis of enantiomerically enriched Baylis–Hillman alcohols from their acetates: combination of kinetic resolution during the salt formation with (DHQD)2PHAL and following asymmetric induction during hydrolysis with NaHCO3 as a water surrogate

Abstract Enantiomerically enriched Baylis–Hillman alcohols 2a – d ( S ) were prepared in 25–42% yields with optical purities of 54–92% ee by using the combined concept of kinetic resolution during the salt formation of racemic Baylis–Hillman acetates 1a – d with (DHQD) 2 PHAL and the asymmetric induction during the S N 2′ type reaction with sodium bicarbonate as a water surrogate.

An expedient synthesis of 2-substituted naphthalenes from the Baylis–Hillman adducts

The reaction of 1, the acetates of the Baylis–Hillman adducts, and primary nitroalkanes 2 in the presence of potassium carbonate in N,N-dimethylformamide afforded 2-substituted naphthalenes 5 in good yields.

Synthesis of ethyl 3-cyano-2-methylcinnamates and 3-cyano-2-methylcinnamonitriles from the Baylis–Hillman acetates

Abstract The reaction of the DABCO salts 2 , generated in situ from the Baylis–Hillman acetates 1 , and KCN in aqueous THF gave ethyl 3-cyano-2-methylcinnamates 4a – d and 3-cyano-2-methylcinnamonitriles 4e – f in good yields.

Tributylphosphine-catalyzed Stetter reaction of N , N -dimethylacrylamide: synthesis of N , N -dimethyl-3-aroylpropionamides

Abstract The reaction of arylaldehydes 1 and N , N -dimethylacrylamide in the presence of tributylphosphine afforded N , N -dimethyl-3-aroylpropionamides 2 in moderate yields. The reaction might involve the formation of α-oxo ylide A .