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Baker’s yeast mediated preparation of (10-alkyl-10H-phenothiazin-3-yl)methanols
Authors:Monica To a  Csaba Paizs  Cornelia Majdik  Paula Moldovan  Lajos Novk  Pl Kolonits   va Szab  Lszl Poppe  Florin-Dan Irimie
Institution:

a Department of Biochemistry and Biochemical Engineering, Babes-Bolyai University, RO-3400 Cluj-Napoca, Arany János 11, Romania

b Institute for Organic Chemistry and Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, Budapest University of Technology and Economics, Gellért tér 4, H-1111, Budapest, Hungary

c EGIS Pharmaceutical Work Ltd., P.O. Box 100, H-1474, Budapest 10, Hungary

Abstract:A series of 10-alkyl-10H-phenothiazine-3-carbaldehydes (2ah) were obtained by Vilsmeier–Haack formylation from the corresponding 10-alkyl-10H-phenothiazines (1ah) and reduced to (10-alkyl-10H-phenothiazine-3-yl)methanols (3ah) by two alternative methods. The baker’s yeast catalyzed reaction proved to be superior over the NaBH4 reduction and yielded the desired 3-hydroxymethylphenothiazines (3ah) almost quantitatively.
Keywords:N-alkylphenothiazines  Formylation  Aldehydes  Reduction  Baker’s yeast
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