Zur Molekülverknüpfung mit Schwefelchloriden. X. Bis(arylamino‐chloralkyl)‐sulfane aus N‐β‐Methallyl‐N‐tosyl‐anilinen und Schwefeldichlorid

Hollmann, K.; Ecke, M.; Mühlstädt, M.

doi:10.1002/prac.19913330504

Cited by 2 publications

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“…Die zu (1) analoge Synthese von 2-Chlormethyl-2,3-dihydro-l,4-benzothiazinen aus N-Allylanilinen und SClz wurde ebenfalls beschrieben [5]. In Verbindung damit wurde ein detailliertes Schema fur den Reaktionsmechanismus bzw.…”

Section: Investigations On the Chemistry Of 3-chloromethyl-3-methyl-2unclassified

Untersuchungen zur Chemie von 3-Chlormethyl-3-methyl-2,3-dihydro-1,4-benzoxathiinen

et al. 1995

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Investigations on the Chemistry of 3‐Chloromethyl‐3‐methyl‐2,3‐dihydro‐1,4‐benzoxathiines A series of 3‐chloromethyl‐2,3‐dihydro‐1,4‐benzoxathiines 3 were prepared by the reaction of several β‐methallylphenylethers 1 with sulfur dichloride. In some cases intermediate sulfenyl chlorides 2 were isolated and characterized as substituted thiazolidin‐2‐ones. The thermal regioisomerization of selected sulfenyl chlorides and one of the thiazolidinone products was achieved. Starting from 3‐chloromethyl‐2,3‐dihydro‐1,4‐benzoxathiine 3o several derivatives were obtained by nucleophilic displacement at the 3‐chloromethyl position, activated by S‐3‐neighboring group partizipation. The structure of the 3‐acetoxymethyl derivative was determined by x‐ray crystal structure analysis. Further special derivation with selected chiral reagents led to diastereomeric compounds. The separation of the diastereomers by crystallization and chromatography was attempted. HPLC‐separation was achieved in one case.

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Section: Investigations On the Chemistry Of 3-chloromethyl-3-methyl-2unclassified

Untersuchungen zur Chemie von 3-Chlormethyl-3-methyl-2,3-dihydro-1,4-benzoxathiinen

et al. 1995

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ChemInform Abstract: Molecule Linkage by Sulfur Chlorides. Part 10. Bis(arylamino‐ chloroalkyl)‐sulfanes from N‐β‐Methallyl‐N‐tosyl‐anilines and Sulfur Dichloride.

1992

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Zur Molekülverknüpfung mit Schwefelchloriden. X. Bis(arylamino‐chloralkyl)‐sulfane aus N‐β‐Methallyl‐N‐tosyl‐anilinen und Schwefeldichlorid

Cited by 2 publications

References 2 publications

Untersuchungen zur Chemie von 3-Chlormethyl-3-methyl-2,3-dihydro-1,4-benzoxathiinen

Untersuchungen zur Chemie von 3-Chlormethyl-3-methyl-2,3-dihydro-1,4-benzoxathiinen

ChemInform Abstract: Molecule Linkage by Sulfur Chlorides. Part 10. Bis(arylamino‐ chloroalkyl)‐sulfanes from N‐β‐Methallyl‐N‐tosyl‐anilines and Sulfur Dichloride.

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