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金(I)催化吲哚环周围的 Pictet-Spengler 反应

Au(I)-Catalyzed Pictet-Spengler Reactions All around the Indole Ring.

作者信息

Milcendeau Pierre, Zhang Zhenhao, Glinsky-Olivier Nicolas, van Elslande Elsa, Guinchard Xavier

机构信息

Université Paris-Saclay, CNRS, Institut de Chimie des Substances Naturelles, UPR 2301, 91198 Gif-sur-Yvette, France.

LCM, CNRS, Ecole Polytechnique, Institut Polytechnique de Paris, 91128 Palaiseau, France.

出版信息

J Org Chem. 2021 May 7;86(9):6406-6422. doi: 10.1021/acs.joc.1c00270. Epub 2021 Apr 22.

Abstract

Au(I) complexes catalyze iso-Pictet-Spengler reactions. Ethylamine or methylamine chains were introduced at C2, C4, or the nitrogen atom of the indole ring, and the corresponding substrates were reacted in the presence of aldehydes and catalytic amounts of Au(I) complexes, leading to a variety of polycyclic scaffolds. Selectivity could be achieved in the course of a double iso-Pictet-Spengler reaction involving two successive aldehydes, leading to highly complex molecules.

摘要

金(I)配合物催化异-Pictet-Spengler反应。在吲哚环的C2、C4或氮原子处引入乙胺或甲胺链,相应的底物在醛类和催化量的金(I)配合物存在下反应,生成多种多环骨架。在涉及两个连续醛的双异-Pictet-Spengler反应过程中可以实现选择性,从而生成高度复杂的分子。

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