Aryl and heteroaryl N1-tetrazoles through ligand-free Suzuki-reaction under aerobic, aqueous conditions
- Author(s)
- Marco Seifried, Christian Knoll, Gerald Giester, Jan M. Welch, Danny Müller, Peter Weinberger
- Abstract
Substituted 1-biaryl-1H-tetrazoles are classically obtained from the corresponding 1-aminobiaryls, limiting the selection of substrates. The development and substrate scope of a green, ligand-free Suzuki protocol in aqueous media under ambient atmosphere, leading to 1-biaryl- and heteroaryl-substituted 1H-tetrazoles in very good to excellent yields is presented. The combination of PdCl2/NEt3/H2O/EtOH was found to combine high yields and high purity for all substrates investigated. Comparative experiments investigating the reaction rate showed that the tetrazole does not act as a ligand for the palladium catalyst.
- Organisation(s)
- Department of Mineralogy and Crystallography
- External organisation(s)
- Technische Universität Wien
- Journal
- European Journal of Organic Chemistry
- Volume
- 2017
- Pages
- 2416-2424
- No. of pages
- 9
- ISSN
- 1434-193X
- DOI
- https://doi.org/10.1002/ejoc.201700105
- Publication date
- 05-2017
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104015 Organic chemistry, 104021 Structural chemistry, 105113 Crystallography
- Keywords
- ASJC Scopus subject areas
- Physical and Theoretical Chemistry, Organic Chemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/db59e657-f905-49de-b1df-ef4a6f75252d