KOBu-Catalyzed Synthesis of Isoindole Derivatives from -Benzyl Amides Bearing an Ortho Alkynyl Group via 1,2-Acyl Shift.

Org Lett

Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.

Published: July 2024

In this study, we present the catalytic conversion of benzylamides featuring an ortho alkynyl moiety into 1-acylisoindole derivatives via a 1,2-acyl shift. Remarkably, this transformation proceeds without the need for transition-metal catalysts; instead, KOBu alone serves as the catalyst. This method enables the efficient synthesis of isoindoles from easily accessible amides with an atom economy of 100%.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.4c02055DOI Listing

Publication Analysis

Top Keywords

ortho alkynyl
8
12-acyl shift
8
kobu-catalyzed synthesis
4
synthesis isoindole
4
isoindole derivatives
4
derivatives -benzyl
4
-benzyl amides
4
amides bearing
4
bearing ortho
4
alkynyl group
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!