Unprecedented 1,3-dipolar cycloaddition: from 1,4,5,8-naphthalene bisimides to a new heterocyclic skeleton.
1,4,5,8-Naphthalene bisimides react as dipolarophiles with in situ formed azomethine ylides. Double 1,3-dipolar cycloaddition is followed by unique ring rearrangement and leads to the formation of two six-membered rings. The formation of hexacyclic products is rationalized based on DFT calculations.
Gryko
Daniel T
DT
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. daniel@icho.edu.pl
Rogacki
Maciej K
MK
Klajn
Jan
J
Gałezowski
Michał
M
Stepień
Dorota K
DK
Cyrański
Michał K
MK