- Synthesis of 6-arylisocytosines and their potential for hydrogen bonding interactions
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Abstract The synthesis of a number of 6-arylisocytosines, including linked bis-isocytosines, from the reaction of guanidine with β-ketoesters is described. The compounds were investigated for their ability to form hydrogen-bonded structural networks, and for their potential interactions with the telomeric quadruplex forming sequence AGGG(TTAGGG)3.
- Patel, Alpa,Lewis, William,Searle, Mark S.,Stevens, Malcolm F.G.,Moody, Christopher J.
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supporting information
p. 7339 - 7343
(2015/08/24)
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- Convenient synthesis and characterization of molecules containing multiple β-keto ester units
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Three compounds containing two β-keto ester units and one containing three were obtained in good yields from sebacyl, terepthaloyl, isophthaloyl, and trimesoyl chlorides. In this one pot procedure the acid chlorides were first treated with ethyl acetoacetate and barium oxide and then with ethyl alcohol. The aliphatic ester exists mainly as keto ester with a very small amount of the enol tautomer. In the case of aromatic esters, all possible tautomers were found in considerable concentrations in deuterochloroform solution. Theoretical chemical shifts were estimated from GIAO/WP04/aug - cc-pVDZ/SCRF calculations, for a probable signal assignation for the corresponding tautomeric species. Our theoretical results are in agreement with experimental findings and account for negligible stability differences between the tautomers of each aromatic compound.
- Belmar, Julio,Ortiz, Leandro,Ramirez, Denis,Fuentes, Fabiola,Parra, Maria,Jimenez, Veronica A.,Jimenez, Claudio A.
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p. 4984 - 4988,5
(2020/07/30)
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