Hahn, HG Chang, KH Dal Nam, K Bae, SY Mah, H 2024-01-21T13:42:34Z 2024-01-21T13:42:34Z 2022-01-11 2000-07 0022-152X https://pubs.kist.re.kr/handle/201004/141243 A new construction of dihydro-1,4-dioxin and a synthesis of 5,6-dihydro-2-trifluoromethyl-1,4-dioxin-3-carboxanilides 22 through polymer-bound activated ester are described. An intermediate beta-hydroxy ether 18 was prepared from the substitution reaction of alpha-thio-alpha-chloro compound 8 with ethylene glycol followed by treatment with Raney Ni. Replacement of hydroxy by chlorine and then dehydrochlorination afforded trifluoromethyl dihydro-1,4-dioxin ester 15. The polymer-bound trifluoromethyl dihydro-1,4-dioxin-3-carboxylic acid, 4-hydroxy-3-nitrobenzophenone ester (21) was prepared through the reaction of polystyrene-bound 4-hydroxy-3-nitrobenzophenone (19) with the trifluoromethyl dihydro-2,4-dioxin-3-carbonyl chloride (20). Refluxing of 21 with substituted aniline in acetonitrile gave the corresponding carboxanilide 22. The reaction rate depended on the nucleophilicity of nitrogen of the aniline. English HETERO CORPORATION DOUBLY DESTABILIZED CARBOCATION PEPTIDE-SYNTHESIS CATION Synthesis of 5,6-dihydro-2-trifluoromethyl-1,4-dioxin-3-carboxanilides through polymer-bound activated ester: Construction of dihydro-1,4-dioxin Article 1 JOURNAL OF HETEROCYCLIC CHEMISTRY, v.37, no.4, pp.1003 - 1008 JOURNAL OF HETEROCYCLIC CHEMISTRY 37 4 1003 1008 scie scopus 000089556300052 2-s2.0-0033790232 Chemistry, Organic Chemistry Article DOUBLY DESTABILIZED CARBOCATION PEPTIDE-SYNTHESIS CATION