Cobalt-Catalyzed Oxidase C-H/N-H Alkyne Annulation: Mechanistic Insights and Access to Anticancer Agents
2016 | journal article. A publication with affiliation to the University of Göttingen.
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Cobalt-Catalyzed Oxidase C-H/N-H Alkyne Annulation: Mechanistic Insights and Access to Anticancer Agents
Mei, R.; Wang, H.; Warratz, S.; Macgregor, S. A. & Ackermann, L. (2016)
Chemistry - A European Journal, 22(20) pp. 6759-6763. DOI: https://doi.org/10.1002/chem.201601101
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Details
- Authors
- Mei, Ruhuai; Wang, H.; Warratz, Svenja; Macgregor, Stuart A.; Ackermann, Lutz
- Abstract
- Cp -free cobalt-catalyzed alkyne annulations by C-H/N-H functionalizations were accomplished with molecular O-2 as the sole oxidant. The user-friendly oxidase strategy proved viable with various internal and terminal alkynes through kinetically relevant C-H cobaltation, providing among others step-economical access to the anticancer topoisomerase-I inhibitor 21,22-dimethoxyrosettacin. DFT calculations suggest that electronic effects control the regioselectivity of the alkyne insertion step.
- Issue Date
- 2016
- Status
- published
- Publisher
- Wiley-v C H Verlag Gmbh
- Journal
- Chemistry - A European Journal
- ISSN
- 1521-3765; 0947-6539
