C-H functionalization is one of the most convenient and powerful synthetic tools in modern organic chemistry. However, one of the drawbacks of this approach is the harsh reaction conditions for the activation of inert C-H bonds, which limits the possibility of its use for modifying labile substrates. This problem is especially acute in the application of C - H functionalization methods in reactions involving furan derivatives obtained from biomass, which are now being actively studied within the framework of the concept of transition to renewable natural resources. The high sensitivity of furan derivatives to acids, strong oxidants, and high temperatures significantly limits the use of classical C-H functionalization processes for their modification. That is why the search for effective methods for the catalytic functionalization of furan cores is an important task of modern chemistry.
A review article, published by the researchers of the Laboratory № 30 of the ZIOC is devoted to the latest advances in the catalytic C-H functionalization of furan derivatives obtained from biomass. Strategies with and without directing groups are now being used to successfully carry out these transformations. The processes mainly proceed according to one of two mechanisms: direct oxidative addition of the C-H bond to the metal center and the Heck reaction path. The need to use column chromatography to isolate reaction products remains one of the main problems of these processes. However, the renewability of the initial substrates and the high potential value of the resulting compounds stimulate the further development of this field.
Bogdan Y. Karlinskii and Valentine P. Ananikov Catalytic C-H Functionalization of Unreactive Furan Cores in Bio-Derived Platform Chemicals ChemSusChem, 2021, 14, 558-568. DOI: 10.1002/cssc.202002397.