Methyl Gallate as the Framework for the Construction of Fluorous Building Blocks

Autor:	Tomáš Bříza, Vladimír Král, Robert Kaplánek, Pavel Martásek, Martin Havlík
Rok vydání:	2009
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Benzyl bromide Benzyl alcohol Organic Chemistry Iodide Organic chemistry Gallate Propyl iodide Methyl gallate Trifluoromethanesulfonate Adduct
Zdroj:	Synthetic Communications. 40:247-256
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397910902964858
Popis:	Methyl gallate was used as the framework for the construction of the building blocks 3–5 with three fluorous ponytails. Fluorous gallate 3 was prepared from methyl gallate in three different pathways. The first is based on perfluorohexyl iodide addition to the corresponding allylderivative 1 and reduction of C-I bond in adduct 2; other ways are based on direct O-alkylation of methyl gallate by 3-(perfluorohexyl)propyl triflate and 3-(perfluorohexyl)propyl iodide, respectively. Reduction of polyfluoroalkylated gallate 3 provided benzyl alcohol 4, which can be easily converted to corresponding benzyl bromide 5.
Databáze:	OpenAIRE
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