Abstract
The reaction of mono-enolate anions with O 2NCMe 2X where X = Cl, NO 2, p-MePhSO 2 yield coupling (RCOCH(R′)(CMe 2NO 2) and enolate dimerization products (RCOCH(R′)CH(R′)COR) by free radical chain mechanisms involving bimolecular substitution or electron transfer reactions between the enolate anion and the intermediate nitro alkane radical anion (XCMe 2NO 2 − ).
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