52045-12-2Relevant articles and documents
Phenalenannulations: Three-Point Double Annulation Reactions that Convert Benzenes into Pyrenes
Alabugin, Igor V.,Dos Santos, Nikolas R.,Hanson, Kenneth,Hu, Chaowei,Kawade, Rahul Kisan,Lin, Xinsong,Watson, Noelle
, p. 14352 - 14357 (2020)
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 π-extension opens access to non-symmetric pyrenes and their expanded analogues. Potentially, this approach can convert any aromatic ring bearing a -CH2Br 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.
