Beilstein J. Org. Chem.2007,3, No. 31, doi:10.1186/1860-5397-3-31
of the cannabinoids. [14]
In continuation, and by following the method presently developed, the trisubstituted pyrrole 7 having pyrenoyl substituent was synthesized from AKDTA 6 (Scheme 3). Initially, 1-acetylpyrene 5 was transformed to hitherto unknown pyrene based AKDTA 6 by reaction with carbon
disulfide and sodium tert-butoxide followed by alkylation with dimethyl sulfate. The reaction of TosMIC 2 with AKDTA 6 provided the trisubstituted pyrrole 7 in excellent yield. As anticipated, the 1H NMR spectrum of pyrenoylpyrrole 7 exhibited a doublet for C2'-H of pyrene unit as a doublet at δ 8.37 ppm
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Graphical Abstract
Scheme 1:
Cycloaddition of TosMIC to AKDTAs provide 2,3,4-trisubstituted pyrroles 3 and imidazole 4.
Beilstein J. Org. Chem.2005,1, No. 15, doi:10.1186/1860-5397-1-15
,[19] who reported the formation of pyrene nanorods within a supramolecular framework.
5-nitrouracil, I, is an interesting molecule which can be crystallized in centric and non-centric structures. [21][22] The centric structure obtained by crystallizing I from water, exhibits tapes of nitrouracil
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Graphical Abstract
Scheme 1:
Hydrogen bonding patterns of I commonly found in its cocrystals with other molecules. Cyclic N-H......