Pushing the boundaries of C–H bond functionalization chemistry using flow technology

Abstract

C–H functionalization chemistry is one of the most vibrant research areas within synthetic organic chemistry. While most researchers focus on the development of small-scale batch-type transformations, more recently such transformations have been carried out in flow reactors to explore new chemical space, to boost reactivity or to enable scalability of this important reaction class. Herein, an up-to-date overview of C–H bond functionalization reactions carried out in continuous-flow microreactors is presented. A comprehensive overview of reactions which establish the formal conversion of a C–H bond into carbon–carbon or carbon–heteroatom bonds is provided; this includes metal-assisted C–H bond cleavages, hydrogen atom transfer reactions and C–H bond functionalizations which involve an SE-type process to aromatic or olefinic systems. Particular focus is devoted to showcase the advantages of flow processing to enhance C–H bond functionalization chemistry. Consequently, it is our hope that this review will serve as a guide to inspire researchers to push the boundaries of C–H functionalization chemistry using flow technology.