Journal of Organic Chemistry p. 12 - 17 (1994)
Update date:2022-08-17
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The 'reduction' of 2-chloro-6-(trichloromethyl)pyridine to the dichloromethyl derivative by chloroform under basic conditions yields carbon tetrachloride as a companion product. The reaction is demonstrated to be reversible and to have preparative value. Strong inhibition by electron capture agents and also strong acceleration by electron-donating agents is observed. The mechanistic interpretation is electron-transfer initiation followed by reversible radical chains to establish the equilibrium.
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