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A highly site-selective amidation reaction of substituted 2,4-dichloroazines is reported. Palladium acetate/1,1'-bis(diphenylphosphino)ferrocene (dppf) was identified as the optimal catalyst system, producing >99:1 C-2/C-4 selectivity for most examples. The generality of this transformation was demonstrated through a survey of a diverse amide/substituted 2,4-dichloroazine scope, leading to the preparation of the desired C-2 amidated products in good to excellent yields.
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Young et al. (2018) studied this question.
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