Tetrahedron p. 1373 - 1384 (1985)
Update date:2022-09-26
Topics:
Testaferri, Lorenzo
Tiecco, Marcello
Tingoli, Marco
Bartoli, Donatella
Massoli, Alberto
The reactions of 2,6- and 2,5-dibromopyridines and of 2,3- and 3,5-dichloropyridines with sodium isopropanethiolate and methanethiolate afforded the products of mono- or of bis-substitution depending on the experimental conditions.The same pyridines reacted with sodium methoxide to give good yields of the mono-substituted products; bis-substitution occurred easily only in the case of the 2,6-dibromo- and of the 3,5-dichloropyridine.The syntheses of some methoxy thiomethoxypyridine, starting from the halogeno methoxypyridines or from the halogeno thiomethoxypyridines are also described.The bis-(alkylthio)pyridines can be fragmented by sodium in HMPA to give the bis(mercapto)pyridines.
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Doi:10.1007/BF00763877
()Doi:10.1021/ja00312a045
(1985)Doi:10.1248/cpb.6.445
(1958)Doi:10.1002/clc.4960260205
()Doi:10.1055/a-1404-4966
(2021)Doi:10.1016/j.tetlet.2006.03.097
(2006)