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钇配合物的均配双(三甲基硅基)酰胺催化酰胺硼氢化还原为胺

Homoleptic Bis(trimethylsilyl)amides of Yttrium Complexes Catalyzed Hydroboration Reduction of Amides to Amines.

作者信息

Ye Pengqing, Shao Yinlin, Ye Xuanzeng, Zhang Fangjun, Li Renhao, Sun Jiani, Xu Beihang, Chen Jiuxi

机构信息

College of Chemistry & Materials Engineering , Wenzhou University , Wenzhou , 325035 , P.R. China.

Institute of New Materials & Industrial Technology , Wenzhou University , Wenzhou , P.R. China.

出版信息

Org Lett. 2020 Feb 21;22(4):1306-1310. doi: 10.1021/acs.orglett.9b04606. Epub 2020 Feb 4.

DOI:10.1021/acs.orglett.9b04606
PMID:32013446
Abstract

Homoleptic lanthanide complex Y[N(TMS)] is an efficient homogeneous catalyst for the hydroboration reduction of secondary amides and tertiary amides to corresponding amines. A series of amides containing different functional groups such as cyano, nitro, and vinyl groups were found to be well-tolerated. This transformation has also been nicely applied to the synthesis of indoles and piribedil. Detailed isotopic labeling experiments, control experiments, and kinetic studies provided cumulative evidence to elucidate the reaction mechanism.

摘要

均配型镧系配合物Y[N(TMS)]是一种高效的均相催化剂,可将仲酰胺和叔酰胺硼氢化还原为相应的胺。发现一系列含有不同官能团(如氰基、硝基和乙烯基)的酰胺具有良好的耐受性。这种转化也已很好地应用于吲哚和匹立哌唑的合成。详细的同位素标记实验、对照实验和动力学研究提供了累积证据以阐明反应机理。

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