Decatungstate-Photocatalyzed Dearomative Hydroacylation of Indoles: Direct Synthesis of 2-Acylindolines.

Chemistry

Institut de Chimie des Substances Naturelles (ICSN) CNRS, University Paris-Saclay, 1 Avenue de la Terrasse, 91198, Gif-sur-Yvette Cedex, France.

Published: October 2022

We report herein a convenient and scalable dearomative hydroacylation reaction of indoles. Employing readily available aldehydes as the acyl source and TBADT as an inexpensive direct HAT photocatalyst, a variety of indoles derivatives were converted into synthetically interesting 2-acylindolines in good to excellent yields as well as great diastereoselectivity under mild conditions. An asymmetric version of the reaction was successfully developed and an experimental mechanistic investigation was carried out in order to gain further insights on the assumed reaction pathway.

Download full-text PDF

Source
http://dx.doi.org/10.1002/chem.202201707DOI Listing

Publication Analysis

Top Keywords

dearomative hydroacylation
8
decatungstate-photocatalyzed dearomative
4
hydroacylation indoles
4
indoles direct
4
direct synthesis
4
synthesis 2-acylindolines
4
2-acylindolines report
4
report convenient
4
convenient scalable
4
scalable dearomative
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!