Rhodium-Catalyzed Formal CO Bond Insertion and Sequential Acyl 1,4-N-to‑O Migratory Rearrangement

Rhodium-Catalyzed Formal CO Bond Insertion and Sequential Acyl 1,4-N-to‑O Migratory Rearrangement

We present here a rhodium-catalyzed reaction between N-acyl pyridazinones and diazoacetates, leading to pyridazine derivatives in good yield under mild reaction conditions. This whole sequence probably proceeds through a carbene insertion into a CO bond and an unprecedented 1,4-N-to-O acyl rearrang...

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Veröffentlicht in:Journal of organic chemistry 2022-12, Vol.87 (24), p.16937-16940
Hauptverfasser: Li, Qiongya, He, Chunlan, Su, Jiahui, Shao, Ying, Tang, Shengbiao, Sun, Jiangtao
Format: Artikel
Sprache:eng
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Zusammenfassung:We present here a rhodium-catalyzed reaction between N-acyl pyridazinones and diazoacetates, leading to pyridazine derivatives in good yield under mild reaction conditions. This whole sequence probably proceeds through a carbene insertion into a CO bond and an unprecedented 1,4-N-to-O acyl rearrangement reaction.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02328