Yang Jin Im

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 quinolines from the Baylis–Hillman acetates via the oxidative cyclization of sulfonamidyl radical as the key step

Ethyl 3-quinolinecarboxylates 5 were synthesized in good to moderate yields from the Baylis–Hillman acetates 1 via the oxidative cyclization reaction of the N-tosylamidyl radical, which was generated from the rearranged tosylamide derivatives 2 by iodobenzene diacetate and iodine.

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 4-arylidenecyclohexane-1,3-diones from the Baylis-Hillman acetates

Abstract Synthesis of 4-arylidenecyclohexane-1,3-dione derivatives was carried out from the Baylis–Hillman acetates. The potential utility of the prepared compounds for the synthesis of cyclohexanedione oxime ether herbicides was examined.

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 .

Synthesis of ortho-hydroxyacetophenone derivatives from Baylis–Hillman acetates

Abstract Synthesis of ortho -hydroxyacetophenone derivatives 5 was carried out from the reaction of Baylis–Hillman acetates 1 and active methylene compounds 2 in N , N -dimethylformamide in the presence of K 2 CO 3 .