22400-03-9Relevant articles and documents
One-pot synthesis of β-O-4 lignin models: Via the insertion of stable 2-diazo-1,3-dicarbonyls into O-H bonds
Burtoloso, Antonio C. B.,De Oliveira, Gabriela P.,Dias, Rafael Mafra P.
, p. 4815 - 4823 (2020/07/13)
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. This journal is
Chemoselective metal-free aerobic alcohol oxidation in lignin
Rahimi, Alireza,Azarpira, Ali,Kim, Hoon,Ralph, John,Stahl, Shannon S.
supporting information, p. 6415 - 6418 (2013/06/05)
An efficient organocatalytic method for chemoselective aerobic oxidation of secondary benzylic alcohols within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol %; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) in combination with HNO3 and HCl (10 mol % each). Preliminary studies highlight the prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.