Issue 25, 2020

One-pot synthesis of β-O-4 lignin models via the insertion of stable 2-diazo-1,3-dicarbonyls into O–H bonds

Abstract

Because lignin is a macromolecule that is a sustainable source of aromatic compounds, model substrates are commonly used to increase our understanding of its complex structure. However, few methods have been described for the synthesis of these models. Herein, we describe a new route towards the synthesis of β-O-4 lignin models by intermolecular O–H insertion reactions with simple and stable diazocarbonyls. The benefits of this developed method were shorter reaction times and high yields, as well as mild and environmentally friendly conditions.

Graphical abstract: One-pot synthesis of β-O-4 lignin models via the insertion of stable 2-diazo-1,3-dicarbonyls into O–H bonds

Supplementary files

Article information

Article type
Paper
Submitted
17 Apr 2020
Accepted
01 Jun 2020
First published
01 Jun 2020

Org. Biomol. Chem., 2020,18, 4815-4823

One-pot synthesis of β-O-4 lignin models via the insertion of stable 2-diazo-1,3-dicarbonyls into O–H bonds

R. M. P. Dias, G. P. de Oliveira and A. C. B. Burtoloso, Org. Biomol. Chem., 2020, 18, 4815 DOI: 10.1039/D0OB00800A

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