Synthetic methodology study demonstrates a sequential nickel- and iridium-catalyzed route from esters to 1,4-benzodiazepin-5-ones, indicating efficient access to complex therapeutic natural products.
Herein, we report a NiCl2·DPEPhos catalyzed chemoselective activation of the C(acyl)–O bond in functionalized esters toward the synthesis of amino-hydroxy-amides using ambident amino alcohols. [IrCp*Cl2]2 catalyzed intramolecular cyclization of amino-hydroxy-amides via borrowing hydrogenation, afforded therapeutically beneficial 1,4-benzodiazepin-5-ones. A plausible mechanism for both steps has been elucidated. The 1,4-benzodiazepin-5-one frameworks were structurally diversified through postsynthetic modification. This protocol enables access to natural products such as Circumdatin F and Circumdatin H, further underscoring its potential.
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Swami et al. (2026) studied this question.
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