A concise approach to 2-pyrrolin-5-one scaffold construction from α-halohydroxamates and β-keto compounds
Wenjie Lan1, Xuan Yu1, Mengzhu Li1
1Department of Chemistry, China Agricultural University, Beijing 100193, China. fubinchem@cau.edu.cn.
Abstract:
A concise approach to the construction of the 2-pyrrolin-5-one scaffold was developed via a one-pot reaction with formal [3 + 2] annulation/elimination between β-keto nitrile/β-keto ester and unsubstituted α-halohydroxamates. This reaction features mild conditions, easy handling, broad substrate scope and good yields. Remarkably, the products could be readily converted into potentially bioactive alkylidenepyrrolinones, pyrroles, pyran-fused pyrrole heterocycles and other useful compounds, exhibiting versatile synthetic potential.
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