The Journal of Organic Chemistry

tert-butylation of quinolinium cations and quinoline N-oxides by tert-butylmercury halides

GA Russell, L Wang, CF Yao

文献索引：Russell, Glen A.; Wang, Lijuan; Yao, Ching-Fa Journal of Organic Chemistry, 1995 , vol. 60, # 17 p. 5390 - 5395

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被引用次数: 7

摘要

In the presence of t-BuHgCliKI the radical cations formed by the addition of tert-butyl radicals to C-2 of the quinolinium cation react in MeZSO by proton loss followed by one-electron oxidation (la, R= H, Me, Cl). For the N-methyl, or N-methoxyquinolinium cations proton loss is not observed and the radical cations react by one-electron reduction (lb, R= Me, C1; IC, R= Me). With quinoline N-oxide and its 4-substituted derivatives the C-2 adduct radicals ( ...