Catalytic, Selective, and Stereocontrolled Construction of C4 Quaternary and Homobenzylic Dihydroisoquinolones by Sp C-H Benzylation

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2022 May 2

PMID 35496534

Authors

Timothy K Beng

Antonio Moreno

Affiliations

Soon will be listed here.

Abstract

C1 benzylated isoquinoline derivatives constitute the core of benzylisoquinoline alkaloids (BIAs). However, their C4 congeners remain elusive. Here, we describe a diastereoselective, catalytic, and modular C(sp)-C(sp) coupling protocol wherein β-amino sp C-H bonds of readily affordable vicinally functionalized dihydroisoquinolones are replaced by sp C-benzyl bonds. The method provides expedient access to C4 quaternary and homobenzylic dihydroisoquinolones, which are attractive fragments for potential drug discovery.

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