<div class="csl-bib-body">
<div class="csl-entry">Seifried, M., Knoll, C., Welch, J., Müller, D., & Weinberger, P. (2018). Unsaturated Aryl and Heteroaryl N1-Tetrazoles from 1-Allyl-1H-tetrazole. <i>Synthesis: Journal of Synthetic Organic Chemistry</i>, <i>50</i>(05), 1007–1014. https://doi.org/10.1055/s-0036-1591879</div>
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dc.identifier.issn
0039-7881
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dc.identifier.uri
http://hdl.handle.net/20.500.12708/144877
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dc.description.abstract
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.
en
dc.language.iso
en
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dc.publisher
GEORG THIEME VERLAG KG
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dc.relation.ispartof
Synthesis: Journal of Synthetic Organic Chemistry
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dc.subject
spin crossover
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dc.subject
Catalysis
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dc.subject
cross coupling
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dc.subject
Organic Chemistry
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dc.subject
heterocycles
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dc.subject
N1-substituted tetrazoles
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dc.subject
Heck reaction
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dc.subject
C-C bond formation
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dc.subject
aqueous conditions
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dc.title
Unsaturated Aryl and Heteroaryl N1-Tetrazoles from 1-Allyl-1H-tetrazole