Project description
New useful molecules from meta-selective activation of arenes
Carbonylative meta carbon–hydrogen (C–H) activation protocols based on the use of carbon monoxide (CO) within environmentally friendly strategies, can lead to new, complex and very useful molecules. Unlike the ortho-C–H acylation of arenes and heteroarenes and Friedel–Crafts acylation, the meta-selective C–H acylation of arenes remains poorly explored. The EU-funded METACYL project plans to demonstrate the first example of meta-C–H acylation via the mild carbonylation of arenes. This breakthrough reaction will open the way for the selective activation and carbonylation of meta-C(sp2)–H bonds and the efficient synthesis of hardly accessible organic compounds.
Objective
Carbonylative C-H activations can lead to an unprecedented degree of molecular sophistication by combining the atom-economical insertion of CO with the green activation of unreactive C-H bonds. In striking contrast to ortho C-H acylation of arenes and heteroarenes (directing-group strategy) and para C-H ones (Friedel-Crafts chemistry), meta C-H acylations are almost completely unexplored.
This proposal aims at the development of the first example of meta C-H acylation via mild carbonylation of arenes. Pivoting on this breakthrough, it will be possible to accomplish synthetic methods 1) for the efficient synthesis of hardly accessible organic compounds, 2) for the activation and carbonylation of meta C(sp2)-H bonds, 3) by employing transient directing group and 4) demonstrating the application of these protocols under continuous flow conditions.
Fields of science
Programme(s)
Funding Scheme
MSCA-IF - Marie Skłodowska-Curie Individual Fellowships (IF)Coordinator
43121 PARMA
Italy