Monatshefte fur Chemie p. 485 - 502 (1987)
Update date:2022-08-03
Topics:
Spitzner, Roland
Lesinski, Markus
Richter, Monika
Schroth, Werner
Reaction of 2,4-diphenyl-1,3-thiazine-6-thione (1) with primary amines leads under ring transformation to 1-organyl-pyrimidine-6-thiones 3, which are alkylated to 1-organyl-6-methylthiopyrimidinium salts 5.The latter allow a transfer of the 1-organyl group to nucleophilic agents by departure of 2,4-diphenyl-6-methylthio-pyrimidine (8).In special cases an elimination reaction is successful.Preparative advantages and limitations are demonstrated and discussed. - Keywords: 1,3-Thiazine-6-thione; Pyrimidine-6-thiones; Pyrimidinium salts; Nucleophilic substitution; Elimination reaction
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Doi:10.1016/0022-328X(87)80249-8
(1987)Doi:10.1007/s10593-008-0137-y
(2008)Doi:10.1007/s11172-010-0026-2
(2009)Doi:10.1021/j100323a061
(1988)Doi:10.1016/j.tet.2009.01.022
(2009)Doi:10.1016/j.bmcl.2009.01.077
(2009)
