吲哚衍生物的亲核官能团化反应：芳香 Pummerer 反应。

Nucleophilic functionalizations of indole derivatives using the aromatic Pummerer reaction.

机构信息

Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, People's Republic of China.

College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing, China.

出版信息

Org Biomol Chem. 2022 May 18;20(19):3955-3959. doi: 10.1039/d2ob00627h.

DOI:10.1039/d2ob00627h

PMID:35471233

Abstract

Because of the electron-rich property of indoles, direct functionalization strategies towards indoles generally involve electrophilic substitutions. In this paper, an efficient protocol for nucleophilic hydroxylation, halogenation and esterification of indoles the aromatic Pummerer process was developed. With the advantages of readily accessible starting materials, simple operation and mild conditions, this protocol should be of interest to synthetic scientists.

摘要

由于吲哚具有富电子性质，因此直接对吲哚进行官能化的策略通常涉及亲电取代反应。在本文中，我们开发了一种高效的吲哚亲核羟化、卤化和酯化的方法——芳香族 Pummerer 重排反应。该方法具有起始原料易得、操作简单、条件温和等优点，对合成化学家具有一定的吸引力。