4.3 Article

The First Effort for the Preparation of Amidoalkyl Naphthoquinone Skeleton Based on Solvent-Free Multicomponent Reaction

Journal

POLYCYCLIC AROMATIC COMPOUNDS
Volume 42, Issue 2, Pages 558-567

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/10406638.2020.1745249

Keywords

Acetamide; amidoalkyl naphthoquinones; benzamide; lawsone; multicomponent reaction; p-TSA; solvent-free

Funding

  1. University of Sistan and Baluchestan [94002177]
  2. Iran National Science Foundation (INSF) [94002177]

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In this study, medicinally important amidoalkyl naphthoquinones were synthesized via an eco-friendly and straightforward method. The one-pot multicomponent reaction successfully prepared the precursors of these natural compounds, which are of great significance in medicinal research. The synthesized compounds were characterized using various techniques.
For the first time, medicinally substantial amidoalkyl naphthoquinones are prepared via an eco-friendly, appropriate, and straightforward protocol accomplishing through the one-pot multicomponent reaction of aromatic aldehyde, 2-hydroxy-1,4-naphthoquinone (lawsone) and benzamide or acetamide at 80 degrees C under solvent-free condition in presence of p-TSA as a catalyst. It is awaited that our methodology to be effective in the combinatorial synthesis of bioactive compounds; because amidoalkyl naphthoquinone derivatives are a very important category of naturally occurring compounds. The structures of synthesized compounds were characterized by H-1, C-13 NMR, mass spectroscopy and elemental analysis.

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