Work

Accessing 4-oxy-substituted isoquinolinones via C–H activation and regioselective migratory insertion with electronically biased ynol ethers

Year: 2018

Type: article

Abstract: The rhodium-catalyzed C-H activation and annulation with ynol ethers to directly provide 4-oxy substituted isoquinolinones is reported. The polarized nature of ynol ethers provides an electronic bias for controlling the regioselectivity of the migratory insertion process. While the highly reactive nature of ynol ethers presents a challenge, mild conditions were found to provide product in moderate to good yield. Utility was demonstrated by application in the synthesis of a prolyl-4-hydroxylase inhibitor framework.

Source: Organic & Biomolecular Chemistry

DOI: 10.1039/c8ob02622j

Authors: Brandon L. Coles-Taylor, Maximilian S. McCallum, J. Scott Lee, Brian W. Michel

Institutions: University of Denver, University of Colorado Anschutz

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: University of Denver, National Institute of Diabetes and Digestive and Kidney Diseases

Award: Microbial-derived purines in intestinal homeostasis