Heterocycles p. 1891 - 1898 (1987)
Update date:2022-08-04
Topics:
Saito, Katsuhiro
Ishihara, Hiraku
The thermal decompositions of sodium salts of tosylhydrazones of furfural, thiophene-2-aldehyde, 1-methylpyrrole-2-aldehyde, and pyridine-2-aldehyde in the presence of silver chromate gave 2-furyl(p-toluenesulfonyl)methane, thiophene-2-(p-toluenesulfonyl)methane, 1-methylpyrrole-2-(p-toluenesulfonyl)methane, and pyridine-2-(p-toluenesulfonyl)methane, respectively, via 1,3 N<*>C migration of tosyl group.The same type of reactions with sodium salts of tosylhydrazones of thiophene-3-aldehyde, pyridine-3-aldehyde, and pyridine-4-aldehyde also afforded the corresponding p-toluenesulfonylmethanes but the yields were slightly lower comparing to the above cases.
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Doi:10.1039/C3988000410b
(1988)Doi:10.1021/jo901080w
(2009)Doi:10.1016/S0223-5234(99)80096-8
(1999)Doi:10.1021/acs.orglett.7b00032
(2017)Doi:10.1016/S0040-4039(00)96286-5
(1987)Doi:10.1016/j.tet.2009.03.105
(2009)
