Journal
GREEN CHEMISTRY
Volume 21, Issue 20, Pages 5683-5690Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9gc02409c
Keywords
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Funding
- National Natural Science Foundation of China [21776111, 21861039]
- Fundamental Research Funds for the Central Universities [JUSRP 51627B]
- MOE & SAFEA for the 111 Project [B13025]
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Metal-free, base-free, biomimetic and chemoselective synthesis of 2,4,6-trisubstituted pyridines was developed under mild conditions for the first time. The heterogeneous biomimetic catalyst - recoverable Merrifield resin-supported quinone - was fully characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectrometry (XPS) and energy dispersive X-ray spectroscopy (EDX). This supported quinone catalyst exhibited excellent catalytic reactivity for chemoselective synthesis of 2,4,6-trisubstituted pyridines, providing an efficient and green method for the synthesis of pyridine derivatives under mild conditions. Mechanistic investigations were conducted to gain insights into the heterogeneous biomimetic catalyst as well as the resulting transformation. The successful capture of intermediates offered direct and clear evidence for the proposed mechanism.
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