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

Abstract

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 °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 ¹H, ¹³C NMR, mass spectroscopy and elemental analysis.

Keywords:

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

Additional information

Funding

The authors thank the University of Sistan and Baluchestan and Iran National Science Foundation (INSF) for financial support (Grant No: 94002177) in order to accomplish this project.