Radical transformations of some N-alkylanilines by their oxidation with different agents: an EPR study
摘要:
N-Alkylanilines X-NH-Ph (Ph = substituted phenyl ring) with two different types of alkyl substituent X [X = C2H5-CO-CH2CH(Ph), X = CH3, C2H5, CH(CH3)(2), CH2C6H5] were oxidized using different agents. While oxidation with 3-chloroperbenzoic acid leads to production of the corresponding aminoxyl radicals X-NOaEuro cent-Ph, it was confirmed that application of PbO2 resulted in the formation of aminyl radicals X-N-aEuro cent-Ph, as indirectly proved by the spin-trapping method. Contrary to those transformations, with employment of either Pb(OAc)(4) or t-BuO (2) (aEuro cent) radical, reactions taking place on the alkyl substituent were also observed.
N-Alkylanilines X-NH-Ph (Ph = substituted phenyl ring) with two different types of alkyl substituent X [X = C2H5-CO-CH2CH(Ph), X = CH3, C2H5, CH(CH3)(2), CH2C6H5] were oxidized using different agents. While oxidation with 3-chloroperbenzoic acid leads to production of the corresponding aminoxyl radicals X-NOaEuro cent-Ph, it was confirmed that application of PbO2 resulted in the formation of aminyl radicals X-N-aEuro cent-Ph, as indirectly proved by the spin-trapping method. Contrary to those transformations, with employment of either Pb(OAc)(4) or t-BuO (2) (aEuro cent) radical, reactions taking place on the alkyl substituent were also observed.
The Mannich Reaction of Butanone, Aromatic Aldehydes and Aromatic Amines
作者:Yi Lin、Zou Junhua、Lei Huangshu、He Qilin
DOI:10.1080/00397919108019818
日期:1991.10
Abstract Under the catalysis of small amount of concentrated hydrochloric acid, the Mannichreaction of butanone, aromatic aldehydes and aromatic amines can be carried out directly at 0–20°C. Twelve corresponding Mannich bases (1), 1-aryl-1-arylamino-3-pentanones, were prepared in high yields.