Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: III. Regioselectivity in the halogenation of N-aroyl(arylsulfonyl)oxyimino-2,5-cyclohexadienones.

Autor:	Avdeenko, A., Konovalova, S., Il’chenko, A., Glinyanaya, N.
Předmět:	HALOGENATION ETHERS IMINES OXIMES PHYSICAL & theoretical chemistry ESTERS
Zdroj:	Russian Journal of Organic Chemistry; Jan2006, Vol. 42 Issue 1, p56-65, 10p, 16 Diagrams, 1 Chart
Abstrakt:	Halogenation of 4-aroyl(arylsulfonyl)oxyimino-2,5-cyclohexadienones is not accompanied by change of the configuration at the nitrogen atom. p-Benzoquinone oxime ethers and esters take up halogens in a regioselective fashion at the syn-C-C bond of the quinoid ring. The main factor responsible for regioselective addition of halogens is configuration at the nitrogen atom, which determines the stability of intermediate halogenonium ion. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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