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2. Synthesis and hydrogenation of polycyclic aromatic hydrocarbon-substituted diborenes via uncatalysed hydrogenative B–C bond cleavage

Author

Okorn, Alexander, primary, Jayaraman, Arumugam, additional, Englert, Lukas, additional, Arrowsmith, Merle, additional, Swoboda, Theresa, additional, Weigelt, Jeanette, additional, Brunecker, Carina, additional, Hess, Merlin, additional, Lamprecht, Anna, additional, Lenczyk, Carsten, additional, Rang, Maximilian, additional, and Braunschweig, Holger, additional

Published
2022
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3. Azide–alkyne cycloadditions with an electronically activated alkyne: indole formation via 1-aryl-1,2,3-triazole-derived imino carbenes.

Author

Kachel, Stephanie, Jayaraman, Arumugam, Okorn, Alexander, Krummenacher, Ivo, Drescher, Regina, Brunecker, Carina, Fuchs, Sonja, Heß, Merlin, Stennett, Tom E., and Braunschweig, Holger

Subjects
CARBENES, RING formation (Chemistry), TRIAZOLES, AZIDES, NITROGEN, INDOLE
Abstract

We report that the use of a diaminoalkyne in the azide–alkyne cycloaddition with aryl azides leads to 3H-indoles under mild, uncatalysed conditions. Computations reveal that N2 extrusion from, in one case, isolable triazoles is facile, generating imino carbenes, which undergo intramolecular aryl C–H bond activation and give 3H-indoles as products. [ABSTRACT FROM AUTHOR]

Published
2022
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