What is the proposed mechanism for the DMP-mediated oxidative coupling reaction of isoquinoline with benzyl bromide?

Label:chem

Topic
Understanding the reaction mechanism helps in optimizing conditions and predicting outcomes for similar reactions.
Answer
The proposed mechanism involves the formation of a quaternary ammonium salt, followed by hydrolysis to form a hydroxyl intermediate. DMP oxidizes this intermediate to an enamide, which then undergoes bromophilic attack and isomerization to form the key intermediate. Further oxidation by DMP leads to the final isoquinolinone product.
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