烯与吲哚啉的有机催化无反选择性 C-H 氨基化反应

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-10-31 DOI:10.1002/ejoc.202401070

Jiangtao Sun, Tiantian Wang, Shaoran An

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引用次数: 0

摘要

通过有机催化亲核酰胺化 7-取代吲哚啉，建立了轴向手性 N-芳基吲哚啉的对映体选择性合成方法，提供了一种直接的方法，利用容易获得的起始材料，以良好的收率（高达 95%）和良好至卓越的对映体选择性（高达 97% ee）获得预期的 C-N 对映体。此外，通过对相应的 N-芳基吲哚进行氧化芳香化，还可以制备出轴向手性 N-芳基吲哚衍生物。

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Organocatalytic Atroposelective C‐H Amination of Arenes with Indolines

An atroposelective synthesis of axially chiral N‐arylindolines has been established by organocatalytic nucleophilic amination of arenes with 7‐substituted indolines, providing a straightforward way to achieve the expected C‐N atropisomers in good yields (up to 95%) with good to excellent enantioselectivities (up to 97% ee) from readily available starting materials. Furthermore, axially chiral N‐arylindole derivatives could be prepared upon oxidative aromatization of the corresponding N‐arylindolines.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.