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Preparation of a series of N-alkyl-3-boronopyridinium halides and study of their stability in the presence of hydrogen peroxide

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Karpichev Y., Matondo H., Kapitanov I., Savsunenko O., Vedrenne M., Poinsot V., Rico-Lattes I., Lattes A.

Open Chemistry

2012

vol. 10

issue 4

1059-1065

A simple and efficient protocol for the preparation of a series of N-alkyl-3-boronopyridinium salts is described which requires exposure of 3-pyridineboronic acid neopentylglycol ester and corresponding alkyle halide to microwave irradiation followed by boronic ester hydrolysis. The technique employed drastically reduces the reaction time and prevents thermal degradation and the formation of side products. Water solutions of the obtained boronopyridinium salts are shown to be stable at room temperature in wide pH range as well as in the presence of hydrogen peroxide at pH 10.0 for 72 h. [...]

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1 Open Chemistry

1 2012

1 Kapitanov I.

1 Karpichev Y.

1 Lattes A.

1 Matondo H.

1 Poinsot V.

1 Rico-Lattes I.

1 Savsunenko O.

1 Vedrenne M.

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Preparation of a series of N-alkyl-3-boronopyridinium halides and study of their stability in the presence of hydrogen peroxide