This content will become publicly available on February 14, 2025
Tethering Three Radical Cascades for Controlled Termination of Radical Alkyne peri -Annulations: Making Phenalenyl Ketones without Oxidants
- Award ID(s):
- 2102579
- PAR ID:
- 10507168
- Publisher / Repository:
- ACS
- Date Published:
- Journal Name:
- Journal of the American Chemical Society
- Volume:
- 146
- Issue:
- 6
- ISSN:
- 0002-7863
- Page Range / eLocation ID:
- 4187 to 4211
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
More Like this
-
null (Ed.)A multi-component radical addition strategy enables difunctionalization of alkenes with heteroarenes and a variety of radical precursors, including N 3 , P(O)R 2 , and CF 3 . This unified approach for coupling diverse classes of electrophilic radicals and heteroarenes to vinyl ethers allows for direct, vicinal C–C as well as C–N, C–P, and C–R f bond formation.more » « less
-
null (Ed.)A radical cascade strategy for the modular synthesis of five-membered heteroarenes ( e.g. oxazoles, imidazoles) from feedstock reagents ( e.g. alcohols, amines, nitriles) has been developed. This double C–H oxidation is enabled by in situ generated imidate and acyloxy radicals, which afford regio- and chemo-selective β C–H bis-functionalization. The broad synthetic utility of this tandem hydrogen atom transfer (HAT) approach to access azoles is included, along with experiments and computations that provide insight into the selectivity and mechanism of both HAT events.more » « less