Phenalenannulations: Three-Point Double Annulation Reactions that Convert Benzenes into Pyrenes.
Angew Chem Int Ed Engl
; 59(34): 14352-14357, 2020 Aug 17.
Article
in En
| MEDLINE
| ID: mdl-32495480
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 π-extension opens access to non-symmetric pyrenes and their expanded analogues. Potentially, this approach can convert any aromatic ring bearing a -CH2 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.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Angew Chem Int Ed Engl
Year:
2020
Document type:
Article
Affiliation country:
United States