Journal of the Chemical Society. Perkin transactions I p. 2337 - 2340 (1977)
Update date:2022-08-03
Topics:
Pocar, Donato
Rossi, Luisa Maria
Stradi, Riccardo
Trimarco, Pasqualina
By treating tetrahydrothiopyran-4-one with secondary amines and aryl azides. 1-aryl-7a-amino-1,3a,4,6,7,7a-hexahydrothiopyrano[3,4-d]-v-triazoles (2) were obtained. On heating with acids, compounds (2) afforded mixtures of the corresponding 3-arylamino-2-methylthiophen (3) and 1-aryl-1,4,6,7- tetrahydrothiopyrano[3,4-d]-v-triazole (4). The triazoles (4) were also obtained on heating compounds (2) with sodium hydroxide in methanol. 3,6-Dihydro-4-morpholino-2H-thiopyran (6) was treated with 4- nitrophenylsulphonyl azide yielding 4-morpholino-3-(4-nitrophenylsulphonylamino) -3,6-dihydro-2H-thiopyran (7). Reaction mechanisms are discussed.
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Doi:10.1039/j39660000441
(1966)Doi:10.1021/ja01596a078
(1956)Doi:10.1016/S0040-4020(01)83120-3
(1980)Doi:10.1021/jo00406a036
(1978)Doi:10.1021/ja01853a065
(1941)Doi:10.1021/jo00407a001
(1978)
