Murai Reaction on Furfural Derivatives Enabled by Removable N,N %26apos;-Bidentate Directing Groups

作者:Pezzetta Cristofer; Veiros Luis F; Oble Julie; Poli Giovanni
来源:Chemistry - A European Journal, 2017, 23(35): 8385-8389.
DOI:10.1002/chem.201701850

摘要

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.

  • 出版日期2017-6-22