Selective Hofmann alkylation of aromatic-aliphatic diamines in the presence of carbon dioxide

Alexei G. Balybin, Yuri M. Panov, Ludmila V. Erkhova,Dmitry A. Lemenovskii,Dmitry P. Krut’ko

Mendeleev Communications(2019)

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摘要
Selective Hofmann alkylation at arylamino group in carbon dioxide medium was demonstrated on model diamines containing aliphatic and aromatic primary amino groups, namely, 2-H2NC6H4CH2NH2, 3-H2NC6H4CH(Me)NH2, and 4-H2NC6H4CH2CH2NH2. Depending on the spatial factors, di- or trialkylarylammonium derivatives are selectively formed in amide solvents (DMF, DMA) without additional base.
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