Regioselective Synthesis of Carborane-Fused Boralactams via Nitrenoid-Mediated B(4)-H Amidation: Access to Oxindole Bioisosteres

초록

We report a regioselective Ir-catalyzed intramolecular B(4)-H amidation of ortho-carborane-tethered dioxazolones, providing direct access to carborane-fused boralactams under mild conditions. The transformation accommodates a broad range of carborane substrates, including meta- and para-carborane derivatives, and generally delivers the corresponding products in high yields with excellent regioselectivity. The resulting boralactams closely mimic key geometric features of oxindoles, underscoring their potential as bioisosteres of benzofused lactams.

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