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Microwave-Promoted Tin-Free Iminyl Radical Cyclization with TEMPO Trapping: A Practical Synthesis of 2‑Acylpyrroles

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journal contribution
posted on 06.02.2015, 00:00 by Yu Cai, Ankur Jalan, Aaron R. Kubosumi, Steven L. Castle
Microwave-promoted iminyl radical cyclizations can be terminated by trapping with TEMPO, affording functionalized adducts. The use of alkynes as radical acceptors delivers a range of 2-acylpyrroles in good yields. Toxic and hazardous reagents, which are frequently employed in radical reactions, are not required. The O-phenyl oxime ether substrates are constructed in a single step from readily available ketones.