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note
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Product 18 is likely formed by an alkyl shift prior to rearomatization. For a proposed mechanism, see the Supporting Information.
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33
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note
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Common minor byproducts in the catalytic alkylations include dehydrohalogenation and alkyl halide reduction products. As an example, in this particular reaction tetrahydroisoquinoline 47 is produced in 72% yield along with 10% of a dehydrohalogenation and 5% of an alkyl halide reduction byproduct (as calculated by 1H NMR spectroscopy of the crude reaction mixture using an internal standard).
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