| Literature DB >> 32495480 |
Rahul Kisan Kawade1, Chaowei Hu2, Nikolas R Dos Santos2, Noelle Watson2, Xinsong Lin3, Kenneth Hanson4, Igor Alabugin5.
Abstract
"3-Point annulations", or ''phenalenannulations" transform a benzene ring directly into a substituted pyrene by "wrapping" two new cycles around the perimeter of the central ring at three consecutive carbon atoms. This efficient, modular, and general method for p-extension opens access to non- symmetric pyrenes and their expanded analogues. Potentially, this approach can convert any aromatic ring bearing a -CH 2 Br or a -CHO group into a pyrene moiety. Depending upon the workup choices, the process can be directed towards either tin- or iodo-substituted product formation, giving complementary choices for further various cross-coupling reactions. The two-directional bis-double annulation adds two new polyaromatic extensions with a total of six new aromatic rings at a central core.Entities:
Keywords: Annulation; Radical; alkyne; arenes; pyrenes
Year: 2020 PMID: 32495480 DOI: 10.1002/anie.202006087
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336