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银介导的丙烯酰胺磺酰化反应与吲哚去芳构化偶联直接合成磺酰化螺[吲哚-3,3'-吡咯烷]

Direct Synthesis of Sulfonylated Spiro[indole-3,3'-pyrrolidines] by Silver-Mediated Sulfonylation of Acrylamides Coupled with Indole Dearomatization.

机构信息

College of Chemistry & Environmental Science, Hebei University, 180 Wusi Donglu, Baoding 071002, People's Republic of China.

Key Laboratory of Medicinal Chemistry, and Molecular Diagnosis of the Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, 180 Wusi Donglu, Baoding 071002, People's Republic of China.

出版信息

Org Lett. 2020 Mar 6;22(5):1830-1835. doi: 10.1021/acs.orglett.0c00158. Epub 2020 Feb 19.

Abstract

A dearomative tandem spiro-cyclization reaction of -[(1-indol-3-yl)methyl]methacrylamide derivatives with sulfinate sodium in the presence of AgNO and KCO is reported, which produced sulfonylated spiro[indole-3,3'-pyrrolidines] in medium to excellent yields. The characteristics of this transformation contain good functional group tolerance and ease of operation.

摘要

报道了在 AgNO 和 KCO 的存在下,-[(1-吲哚-3-基)甲基]甲基丙烯酰胺衍生物与亚磺酸钠的 dearomative 串联螺环化反应,该反应以中等到优异的收率生成了磺酰化的螺[吲哚-3,3'-吡咯烷]。该转化的特点是具有良好的官能团耐受性和易于操作。

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