Iron-mediated cross dehydrogenative coupling (CDC) of terminal alkynes with benzylic ethers and alkanes

Cross‐Dehydrogenative Alkynylation: A Powerful Tool for the Synthesis of Internal Alkynes

“…This reaction could be conducted with an SBA‐15‐support iron terpyridine catalyst . By using an iron/DDQ catalytic system, benzylic ethers and alkanes were also alkynylated with aromatic terminal alkynes to produce the corresponding internal alkynes …”

Copper‐Catalyzed Regioselective Cross‐Dehydrogenative Coupling of Coumarins with Benzylic Csp3–H Bonds

“…In this context, the more challenging processes involving direct coupling of C sp3 –H bonds with other C–H bonds have also been explored 2. For example, a variety of reactions with respect to the catalytic conversion of benzylic C–H bonds to C sp3 –C sp ,3a,3b C sp3 –C sp2 3c and C sp3 –C sp3 3d–3i bonds have been developed. Although there have been significant advances in direct dehydrogenative coupling of C sp3 –H bonds, the development of regioselective cross‐dehydrogenative C sp3 –C bond forming reactions involving benzylic C–H bonds are still rare 1…”

Copper-catalysed oxidative C–H/C–H coupling between olefins and simple ethers

“…1 Thus, direct functionalization of simple ethers is of great significance. Recently, different nucleophiles such as arenes or heteroarenes, 2 aryl-metal reagents, 3 alcohols (including phenols and thiophenols), 4 carboxylic acids, 5 alkanes 6 and alkynes 7 have been employed to couple with simple ethers to provide higher functionalized ether derivatives. While to the best of our knowledge, no direct alkenylation of simple ethers utilizing olefins has been successfully achieved to date.…”