Tetrahedron

Competition between addition and redox processes in reactions of Nitroarenes with Lithium-dithianes

G Bartoli, R Dalpozzo, L Grossi, PE Todesco

Index: Bartoli, Giuseppe; Dalpozzo, Renato; Grossi, Loris; Todesco, Paolo E. Tetrahedron, 1986 , vol. 42, # 9 p. 2563 - 2570

Full Text: HTML

Citation Number: 16

Abstract

The reaction of 2-lithio-1, 3-dithianes with nitroarenes gives 2-(or 4-)[(1, 3-dithian)-2'-y1] cyclohexa-3, 5 (or 2, 5-)-diene-1-nitronate compounds (conjugate-addition products), free nitroarene radical anions (redox products), 1, 3-dithianes and 2, 2'-bis-(1, 3-dithianes). The conjugate-addition and redox products were converted in the respective nitroaromatic compounds by oxidation in situ with O2 or DDQ. The ratio between addition and redox ...