An efficient N-selective alkylation of primary aromatic\ud
amines in molten quaternary ammonium salts, as the solvent,\ud
under relatively mild and base-free conditions is presented.\ud
On the basis of the Kamlet–Taft parameters and the nucleophilicity\ud
of the IL (ionic liquid) anions, the influence of the ionic liquid was evaluated. This protocol was validated on a\ud
larger multigram scale and with the syntheses of bioactive\ud
heterocycles (e.g., 1,4-benzothiazine and quinoxalines) and\ud
new efficient MALDI matrixes
Selective N-Alkylation of Arylamines with Alkyl Chloride in Ionic Liquids: Scope and Applications. -The synthetic value of the present protocol is demonstrated by preparation of bioactive heterocycles, e.g. (VI), and MALDI matrix (VIII). -(MONOPOLI*, A.; COTUGNO, P.; CORTESE, M.; CALVANO, C. D.; CIMINALE, F.; NACCI, A.; Eur. J. Org. Chem. 2012, 16, 3105-3111, http://dx.doi.org/10.1002/ejoc.201200202 ; Dip. Chim., Univ. Bari, I-70126 Bari, Italy; Eng.) -Nuesgen 40-075
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