Experimental study demonstrates efficient copper-promoted C5-selective bromination of 8-aminoquinoline amides using alkyl bromides, indicating a practical route for site-specific halogenation.
An efficient and practical method for the synthesis of C5-brominated 8-aminoquinoline amides via a copper-promoted selective bromination of 8-aminoquinoline amides with alkyl bromides was developed. The reaction proceeds smoothly in dimethyl sulfoxide (DMSO) under air, employing activated and unactivated alkyl bromides as the halogenation reagents without additional external oxidants. This method features outstanding site selectivity, broad substrate scope, and excellent yields.
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Shao et al. (2024) studied this question.
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