Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2017 Mar 16;6(3):345-349.
doi: 10.1002/open.201700036. eCollection 2017 Jun.

Convenient and General Zinc-Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions

Xinxin Qi  1 , Li-Bing Jiang  1 , Chao Zhou  1 , Jin-Bao Peng  1 , Xiao-Feng Wu  1   2
Affiliations

Convenient and General Zinc-Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions

Xinxin Qi et al. ChemistryOpen. .

Abstract

A convenient and general zinc-catalyzed borylation of aryl diazonium salts and aryltriazenes has been developed. With bis- (pinacolato)diboron as the borylation reagent, aryldiazonium tetrafluoroborate salts and aryltriazenes were transformed into the corresponding arylboronates in moderate to excellent yields under mild conditions. As a convenient and practical methodology, no additional ligands, base, or any other additives are required here.

Keywords: arylboronates; aryldiazonium salts; aryltriazenes; borylation; zinc catalysis.

PubMed Disclaimer

Figures

Scheme 1
Scheme 1
Control experiments.
Scheme 2
Scheme 2
Proposed reaction pathway.
See this image and copyright information in PMC

References

    1. None
    1. Jana R., Pathak T. P., Sigman M. S., Chem. Rev. 2011, 111, 1417–1492; - PMC - PubMed
    1. Rudolph A., Lautens M., Angew. Chem. Int. Ed. 2009, 48, 2656–2670; - PubMed
    2. Angew. Chem. 2009, 121, 2694–2708;
    1. Imao D., Glasspoole B. W., Laberge V. S., Crudden C. M., J. Am. Chem. Soc. 2009, 131, 5024–5025; - PubMed
    1. Frisch A. C., Beller M., Angew. Chem. Int. Ed. 2005, 44, 674–688; - PubMed
    2. Angew. Chem. 2005, 117, 680–695;

LinkOut - more resources