An Environmentally Friendly Synthesis
of Michler’s Ketone Analogues in Water

Valerii Z. Shirinian; Alexey A. Shimkin; Dmitry V. Lonshakov; Artur K. Mailyan; Andrey G. Lvov; Michail M. Krayushkin

doi:10.1055/s-0031-1289623

PSP

An Environmentally Friendly Synthesis of Michler’s Ketone Analogues in Water

Valerii Z. Shirinian*^a, Alexey A. Shimkin^a, Dmitry V. Lonshakov^a, Artur K. Mailyan^b, Andrey G. Lvov^a, Michail M. Krayushkin^a
^a N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prosp., 119991 Moscow, Russian Federation
Fax: +7(499)1355328; e-Mail: shir@ioc.ac.ru;
^b A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28, Vavilova St., 119991 Moscow, Russian Federation

Abstract

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Abstract

An environmentally friendly method for the synthesis of a series of novel, unsymmetrical Michler’s ketone analogues, [4-(dialkylamino)phenyl](aryl)methanones, via nucleophilic aromatic substitution of (fluorophenyl)(aryl)methanones with various amines in water is described. The reaction products are formed in high yields and additional purification is not required. The aqueous solvent and unreacted amines can be recycled.

Key words

Michler’s ketone - nucleophilic substitution - environmentally friendly - secondary amines - water

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