Ka Young Lee

Regioselective synthesis of 1,3,4,5-tetrasubstituted pyrazoles from Baylis-Hillman adducts

Abstract Tetrasubstituted pyrazole derivatives 3a – j were synthesized regioselectively in good yields from the reaction of Baylis–Hillman adducts 1a – f and hydrazine hydrochlorides 2a – d in 1,2-dichloroethane.

Synthesis of 3-quinolinecarboxylic acid esters from the Baylis–Hillman adducts of 2-halobenzaldehyde N-tosylimines

Abstract 3-Quinolinecarboxylic acid ethyl esters 4 were prepared from 1 , the Baylis–Hillman adducts of o -halobenzaldehyde N -tosylimines, in a one-pot reaction.

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 1,3-disubstituted naphthalenes from the Baylis–Hillman acetates with the aid of manganese(III) acetate

Abstract 1,3-Disubstituted naphthalene derivatives can be easily synthesized from Baylis–Hillman acetates by successive reaction: (1) SN2′ type reaction with diethyl malonate or ethyl nitroacetate; (2) manganese(III) acetate-assisted radical cyclization and (3) aromatization with NaI/O2 system or elimination of nitrous acid.

Synthesis of stereochemically defined (E)-cinnamyl alcohol derivatives from the Baylis–Hillman adducts

Abstract The reaction of the Baylis–Hillman adducts 1a – g and trifluoroacetic acid at 30–70°C gave the rearranged cinnamyl alcohols 2a – g stereoselectively in moderate yields.

A practical synthesis of N-tosylimines of arylaldehydes

Synthesis of N-tosylimines of arylaldehydes was carried out by the reaction of arylaldehydes and p-toluenesulfonamide in methylene chloride in the presence of trifluoroacetic anhydride as a dehydrating agent.

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 .