Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles.

Ramesh Kotipalli, Attunuri Nagireddy, Maddi Sridhar Reddy

Organic & biomolecular chemistry 2022 Mar 30

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Metal-catalyzed cyclizative cross-coupling reactions have attracted enormous attention due to their unique cascade nature. We demonstrated, herein, a dual-cyclizative coupling of ynone oxime ethers with acrylamides for the synthesis of methylene-linked isoxazolyl 2-oxindoles. The cascade was triggered by a palladium(II)-catalyzed ynone oxime ether cyclization, which underwent a Heck-type coupling intercepted by an aryl iodide insertion. Control experiments were carried out to understand the mechanism.

Citation

Ramesh Kotipalli, Attunuri Nagireddy, Maddi Sridhar Reddy. Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles. Organic & biomolecular chemistry. 2022 Mar 30;20(13):2609-2614