Abstract

The oxoprotoberberine alkaloids 1a– d have been synthesized efficiently from the enamide derivatives 2a– d by a radical-initiated cyclization reaction utilizing n-Bu 3SnH/AIBN and CuCl. The enamide derivatives 2a– d were prepared from phenylethylamine analogues 5a– b, followed by acylation with acetic anhydride, Bischler–Napieralski cyclization with POCl 3 and benzoylation with the corresponding bromobenzoyl chloride, respectively.

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