Radical C(sp3)-H Alkenylation, Alkynylation and Allylation of Ethers and Amides Enabled by Photocatalysis
An efficient radical addition/elimination reaction that enables selective incorporation of alkenyl, alkynyl and allyl functional groups at C(sp3)-H bond under a green reaction condition is developed. The process is based on the catalytic formation of α-alkoxyl/α-amidyl radical via homolytic activation of C(sp3)-H bond of ether /amide with a catalytic amount of diarylketone in the presence of a household fluorescent light bulb. This simple reaction protocol features good functional group tolerance, scalability, convenient reagents and operating system. Synthetic application of the method has been demonstrated via the preparation of natural product and different valuable synthones.