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An Efficient, Mild and Solvent-Free Synthesis of Benzene Ring Acylated Harmalines

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Author(s): Sabira Begum | Farhat Zubair | Syed Nawazish Ali | Bina Shaheen Siddiqui

Journal: Molecules
ISSN 1420-3049

Volume: 15;
Issue: 1;
Start page: 68;
Date: 2009;
Original page

Keywords: β-carboline | acylharmaline | Friedel-Crafts acylation | solvent-free reaction

ABSTRACT
A facile synthesis of a series of benzene ring acylated analogues of harmaline has been achieved by Friedel-Crafts acylation under solvent-free conditions at room temperature using acyl halides/acid anhydrides and AlCl3. The reaction afforded 10- and 12-acyl analogues of harmaline in good yield, along with minor quantities of N-acyl-tryptamines and 8-acyl analogues of N-acyltryptamines.
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