857790-54-6Relevant articles and documents
Murai Reaction on Furfural Derivatives Enabled by Removable N,N′-Bidentate Directing Groups
Pezzetta, Cristofer,Veiros, Luis F.,Oble, Julie,Poli, Giovanni
, p. 8385 - 8389 (2017)
Furfural and related compounds are industrially relevant building blocks obtained from lignocellulosic biomass. To enhance the added value of these renewable resources, a Ru-catalyzed hydrofurylation of alkenes, involving a directed C?H activation at C3 of the furan ring, was developed. A thorough experimental study revealed that a bidentate amino-imine directing group enabled the desired coupling. Removal of the directing group occurred during the purification step, directly releasing the C3-functionalized furfurals. Development of the reaction as well as optimization and scope of the method were described. A mechanism was proposed on the basis of DFT calculations.