Work

Oxidative Rearomatization of Tetrahydroisoquinolines Promoted by Pyridine-N-oxide

Year: 2024

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide Isoquinolines are ubiquitous arenes found in many biologically useful molecules. While direct substitution at the heterocyclic ring is uncommon, reductive functionalization to form tetrahydroisoquinolines (THIQs) is straightforward. Herein, we describe a facile method for producing C4-functionalized isoquinolines from a readily available parent THIQ. This high-temperature transformation utilizes pyridine- N -oxide as an oxidant generating only volatile side products and is functional-group-tolerant.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c03186

Authors: Timothy C. Jenkins, Darren L. Poole, Timothy J. Donohoe

Institutions: University of Oxford, GlaxoSmithKline (United Kingdom)

Language: English

Topic: Synthesis and Biological Activity

Subfield: Cancer Research

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: GlaxoSmithKline, Engineering and Physical Sciences Research Council