Zeitschriftenartikel:
M. Seifried, C. Knoll, Jan Welch, D. Müller, P. Weinberger:
"Unsaturated Aryl and Heteroaryl N1-Tetrazoles from 1-Allyl-1H-tetrazole";
Synthesis,
50
(2018),
05;
S. 1007
- 1014.
Kurzfassung englisch:
Unsaturated aryl- and heteroaryl N1-substituted tetrazoles have been exceedingly difficult to access but are nonetheless highly attractive for the preparation of novel multifunctional spin crossover materials. The development of a Heck cross-coupling protocol, featuring good substrate tolerance for aromatic and heteroaromatic substrates overcoming this synthetic challenge is presented. The combination of aqueous THF, triethylamine, and PdCl2/P(o-tolyl)3 gave fast reaction rates and good yields. Competition experiments with styrene evidenced a slight preference for reaction with 1-allyl-1H-tetrazole.
Schlagworte:
heterocycles, N1-substituted tetrazoles, Heck reaction, cross coupling, C-C bond formation, aqueous conditions, spin crossover
"Offizielle" elektronische Version der Publikation (entsprechend ihrem Digital Object Identifier - DOI)
http://dx.doi.org/10.1055/s-0036-1591879
Erstellt aus der Publikationsdatenbank der Technischen Universität Wien.