한호규 남기달 W. S. Lee He Duck Mah 2024-01-21T22:31:06Z 2024-01-21T22:31:06Z 2022-01-10 1993-07 0022-152X https://pubs.kist.re.kr/handle/201004/146020 Two methods for constructing dihydro­1,4­thiazine 4 were described. 1,3­Thiazolidines 5 were converted to dihydro­1,4­thiazines 4 by chlorinolysis through the unisolable chlorosulfonium salt 10 and sulfenyl chloride 11. Oxidation of the sulfides 5 gave a mixture of pairs of diasteromers 6. In the presence of acid catalyst, both sulfoxides were converted to dihydrothiazine 4 through sulfenic acid 22. In this reaction the stepwise ring opening involving carbocation 23 seems more probable. The structures of 4 were proven by the independent synthesis involving 3­bromo­2­oxobutanoic acid derivatives. Copyright ？ 1993 Journal of Heterocyclic Chemistry English WILEY Conversion of 1,3­thiazolidine and its sulfoxide to dihydro­1,4­thiazine Article 10.1002/jhet.5570300447 1 Journal of Heterocyclic Chemistry, v.30, no.4, pp.1105 - 1109 Journal of Heterocyclic Chemistry 30 4 1105 1109 N scie scopus A1993MD59700047 2-s2.0-0005625245 Chemistry, Organic Chemistry Article