Work

N-Aminopyridinium Ylide-Directed, Copper-Promoted Amination of sp2 C–H Bonds

Year: 2019

Type: article

Abstract: N -Aminopyridinium ylides are used as monodentate directing groups for copper-promoted C–H/N–H coupling of sp 2 C–H bonds with pyrazoles, imidazoles, and sulfonamides. Reactions proceed in fluorinated alcohol solvents at elevated temperatures and require use of 1.3–3 equiv of copper(II) acetate. This appears to be the first method for copper-promoted C–H/N–H coupling directed by a removable monodentate auxiliary in absence of added ligands.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.9b01847

Authors: Se Hun Kwak, Olafs Daugulis

Institution: University of Houston

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Welch Foundation, National Institute of General Medical Sciences

Awards: G2854228422, New Methods for Direct Carbon-Hydrogen Bond Functionalization