Hofmann J, Gans E, Clark T, Heinrich M (2017)
Publication Status: Published
Publication Type: Journal article
Publication year: 2017
Publisher: WILEY-V C H VERLAG GMBH
Book Volume: 23
Pages Range: 9647-9656
Journal Issue: 40
The radical arylation of anilines and pyrroles can be achieved under transition-metal- and catalyst-free conditions by using aryldiazotates in strongly alkaline aqueous solutions. The aryldiazotates act as protected diazonium ions, which do not undergo azo coupling with electron-rich aromatic substrates, but can still serve as an aryl radical source at slightly elevated temperatures. Based on an improved preparation of aryldiazotates in aqueous solution, homolytic aromatic substitutions of anilines and pyrroles were conducted with good overall yields and high regioselectivity. Moreover, DFT calculations provided further mechanistic insights.
APA:
Hofmann, J., Gans, E., Clark, T., & Heinrich, M. (2017). Radical Arylation of Anilines and Pyrroles via Aryldiazotates. Chemistry - A European Journal, 23(40), 9647-9656. https://dx.doi.org/10.1002/chem.201701429
MLA:
Hofmann, Josefa, et al. "Radical Arylation of Anilines and Pyrroles via Aryldiazotates." Chemistry - A European Journal 23.40 (2017): 9647-9656.
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