MALAYSIAN JOURNAL OF CHEMISTRY (MJChem)

MJChem is double-blind peer reviewed journal published by the Malaysian Institute of Chemistry (Institut Kimia Malaysia) E-ISSN: 2550-1658

A Facile One-Step Synthesis of New N2, N9-Benzylated Quaternary β-Carbolin-3-ium Bromides via Krapcho Decarboxylation

Mazlin Mohideen
Faculty of Pharmacy and Health Sciences, Universiti Kuala Lumpur - Royal College of Medicine Perak
Nur Azzalia Kamaruzaman
National Poison Centre, Universiti Sains Malaysia (USM), 11800 Minden, Pulau Pinang, Malaysia
Mohd Nizam Mordi
Centre for Drug Research, Universiti Sains Malaysia (USM), 11800 Minden, Pulau Pinang, Malaysia
Sharif Mahsufi Mansor
Centre for Drug Research, Universiti Sains Malaysia (USM), 11800 Minden, Pulau Pinang, Malaysia

Abstract

A simple and efficient synthetic methodology has been developed via Krapcho decarboxylation to construct four new N2,N9-benzylated quaternary β-carbolin-3-ium bromide salts (5a-d) by treating ethyl-β-carboline-3-carboxylate (4) with various substituted benzyl bromides in the presence of NaH in DMF under refluxing conditions with very good to excellent yields (81-95%).

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Published 29 September 2020


Issue Vol 22 No 3 (2020): Malaysian Journal of Chemistry

Section Article