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Synthesis of Spiro[pyrazolin-3,3′-oxindoles] and 3‑Arylcarbonylmethyl Substituted Ylideneoxindoles by 1,3-Dipolar Cycloadditions of 3‑Ylideneoxindoles and In-Situ-Generated α‑Diazoketones

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journal contribution
posted on 20.09.2017, 00:00 by Shan Jiang, Hong-Mei Guo, Sheng Yao, De-Qing Shi, Wen-Jing Xiao
An efficient 1,3-dipolar cycloaddition of 3-ylideneoxindoles with in-situ-generated α-diazoketones to potentially biological active spiro­[pyrazolin-3,3′-oxindoles] 4 with excellent regioselectivity and diastereoselectivity and synthetically useful building block 3-arylcarbonylmethyl substituted ylideneoxindoles 5 in different conditions has been developed. This method has advantages of mild conditions, simple workup, and wide substrate scopes as well as without using any transition metal catalyst.