Work

Minisci Reaction by an MW‐Boost: A Simple Protocol for Site‐Selective Dehydrogenative Cross‐Coupling Between Nitrogen‐Aromatics and C(sp3)─H Bonds

Year: 2025

Type: article

Abstract: The Minisci‐type reaction between C(sp3)─H bonds and nitrogen‐containing aromatics was carried out using a simple protocol based on the persulfate anion (PS) under microwave (MW) irradiation. The MW/PS protocol is applicable to a wide variety of dehydrogenative coupling reactions of N‐heteroaromatics and C(sp3)─H bonds, leading to the formation of alkylated heteroaromatics. Site‐selectivity is ensured by hydrogen atom transfer (HAT) with the sulfate radical affecting the polar/steric effects in the transition state. The MW/PS protocol was applicable to direct intramolecular cyclization to give five and six‐membered rings fused by pyridine and lutidine, which, in previous methods, it was necessary to use tedious derivatization to imino‐oxyacetic acids as HAT precursors.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202501135

Authors: Syuan‐Ping Jou, Yen‐Ku Wu, Takahide Fukuyama, Saki Fujii, Ilhyong Ryu

Institutions: National Yang Ming Chiao Tung University, Osaka Metropolitan University

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,640

Funders: National Science and Technology Council, Japan Society for the Promotion of Science