Unactivated Alkyl Chloride Reactivity in Excited-State Palladium Catalysis

In the last centuries, transition metal chemistry beсome one оf the mоst іmportant tооls for synthesis of valuable organic compounds and different chemical transformations. In particular, transition metal catalysis are capable of forming novel cross coupling bonds. In this background, photocatalysis was developed later to create new chemical transformations by the irradiation with visible light. In this regard, the combination of transition metal catalysis and photochemistry is a breakthrough in catalysis that has provided impossible transformations in organochemistry. One of the widely available reactants in synthesis are alkyl chlorides. However, it is hard to activate chemically stable C(sp3 )-Cl bond at room temperature. In this study, we overcome this limitation by excited-state palladium catalysis under mild conditions. The reaction goes through the hybrid alkyl-Pd radical as a key intermediate. The procedure provides the synthesis of oxindole and isoquinolinedione derivatives mainly from alkyl chlorides via annulation overcoming its chemical limitations. This work will focus on the generation of alkyl radicals from unactivated C(sp3 )-Cl using simple palladium catalysis