Tetrahedron Letters p. 3243 - 3246 (1983)
Update date:2022-08-03
Topics:
Furukawa, Naomichi
Ogawa, Satoshi
Kawai, Tsutomu
Oae, Shigeru
Both the sulfinyl and sulfonyl groups directly bound to 2 or 4 position in pyridine were readily displaced by several nucleophiles such as RO(1-) and RS(1-) .The facility of the leaving groups is RSO2 = RSO > Br = Cl >> RS (R:alkyl or benzyl).The ipso-substitution could be applied for the synthesis of new type of 2,6-disubstituted macrocycles containing both carbon-oxygen and carbon-sulfur bridges in moderate yields.
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Doi:10.1016/j.cclet.2019.04.053
(2019)Doi:10.1021/jm50001a021
(1985)Doi:10.1021/ja01498a051
(1960)Doi:10.1021/ja01349a501
(1932)Doi:10.1021/jm00147a003
(1985)Doi:10.1002/jhet.5570210513
(1984)