Mild dealkylative N-nitrosation of N,N-dialkylaniline derivatives for convenient preparation of photo-triggered and photo-calibrated NO donors?
Organic Chemistry Frontiers Pub Date: 2018-09-14 DOI: 10.1039/C8QO00818C
Abstract
N-Nitroso push–pull dyes are unique NO donors, whose NO release is triggered by light and accompanied by a concomitant fluorescence turn-on. Their synthesis involves nitrosation of the corresponding secondary amines, which, however, are not readily available. In this manuscript, we developed a mild, convenient and high-yielding preparation of N-nitroso aryl amines via dealkylative N-nitrosation of tertiary amines. This method is readily employed for the preparation of N-nitrosated rhodamine and coumarin dyes, whose potential as novel NO donors were showcased in cultured cell lines.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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