Work

Transition-metal-free synthesis of arylboronates via thermal generation of aryl radicals from triarylbismuthines in air

Year: 2024

Type: article

Abstract: A simple and versatile synthesis of arylboronates has been achieved by using triarylbismuthines as aryl radical sources under transition-metal-free and open-air conditions. Conventional methods required photoirradiation or electrolysis to generate aryl radicals from triarylbismuthines. In this study, it was found that simply heating the solution of triarylbismuthines in benzotrifluoride (BTF) in air successfully led to the generation of aryl radicals, and the subsequent reaction with bis(pinacolato)diboron afforded a variety of arylboronates in moderate to good yields.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.20.216

Authors: Yuki Yamamoto, Yuki Konakazawa, Kohsuke Fujiwara, Akiya Ogawa

Institutions: University of Yamanashi, Osaka Metropolitan University

Language: English

Topic: Organoboron and organosilicon chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: Japan Society for the Promotion of Science, University of Yamanashi

Awards: G2277593695, Green synthesis of pharmaceutical molecules based on metal-free atmospheric oxygen oxidation of amines, 資源・エネルギー循環型物質変換プロセスの開拓