345-12-0Relevant articles and documents
Matsuda-Heck arylation of itaconates: A versatile approach to heterocycles from a renewable resource
Krause, Andreas,Sperlich, Eric,Schmidt, Bernd
supporting information, p. 4292 - 4302 (2021/05/31)
Itaconic acid esters and hemiesters undergo Pd-catalyzed coupling reactions with arene diazonium salts in high to excellent yields. The coupling products of ortho-nitro arene diazonium salts can be converted in one or two steps to benzazepine-2-ones.
Radical arylation of tyrosine residues in peptides
Fehler, Stefanie K.,Pratsch, Gerald,?streicher, Christiane,Fürst, Michael C.D.,Pischetsrieder, Monika,Heinrich, Markus R.
, p. 7888 - 7893 (2016/11/17)
The radical arylation of the phenolic side chain of tyrosine in peptides was investigated. Aryl radicals were generated from aryldiazonium salts using titanium(III) chloride as stoichiometric reductant. Due to the high selectivity with which 3-aryltyrosine derivatives were formed, this reaction type represents a new strategy for the direct functionalization of peptides.
Efficient Catalysis of Hydrodediazoniations in Dimethylformamide
Wassmundt, Frederick W.,Kiesman, William F.
, p. 1713 - 1719 (2007/10/02)
For hydrodediazoniations (the replacement of a diazo group by hydrogen) in DMF, several substances act as catalysts through their ability to serve as electron donors and initiate free-radical reactions.A general procedure has been developed in which FeSO4 speeds the conversion and leads to higher yields.Trapping experiments demonstrated the presence of free-radical intermediates.N,N-Dimethylacetamide was found to rival DMF as a source of hydrogen atoms.