Journal of the Chemical Society. Perkin transactions II p. 543 - 546 (1983)
Update date:2022-08-18
Topics:
Testaferri, Lorenzo
Tingoli, Marco
Tiecco, Marcello
Alkyl radicals react with 9-nitroanthracene to give the nitro-substituted ?-complex intermediate (III) derived from addition at the 10-position.This radical does not rearomatize, but gives rise to rearrangement of the nitro-group which eventually leads to the formation of alkylanthrones.However, in the presence of stabilized radicals, intermediate (III) is trapped to give products of addition at the 9- and 10-positions.In some cases these latter products can suffer hydrogen abstraction, followed by elimination of the NO2* radical, to afford 9,10-dialkylanthracenes.
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