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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

Identiferoai:union.ndltd.org:kaust.edu.sa/oai:repository.kaust.edu.sa:10754/675317
Date11 1900
CreatorsGimnkhan, Aidana
ContributorsRueping, Magnus, Physical Science and Engineering (PSE) Division, Cavallo, Luigi, Gascon, Jorge
Source SetsKing Abdullah University of Science and Technology
LanguageEnglish
Detected LanguageEnglish
TypeThesis

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