Controlled photorelease of alkynoic acids and their decarboxylative deprotection for copper-catalyzed azide/alkyne cycloaddition

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Authors

VOHRADSKÁ Nikoleta MARQUEZ SANCHEZ - CARNERERO Esther Maria PASTIERIK Tomáš MAZAL Ctibor KLÁN Petr

Year of publication 2018
Type Article in Periodical
Magazine / Source Chemical communications
MU Faculty or unit

Faculty of Science

Citation
Web https://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC03341B#!divAbstract
Doi http://dx.doi.org/10.1039/c8cc03341b
Keywords PHOTOREMOVABLE PROTECTING GROUPS; ONE-POT SYNTHESIS; COUPLING REACTIONS; BORON DIPYRROMETHENE; CARBOXYLIC-ACIDS; CLICK CHEMISTRY; PROPIOLIC ACID; ARYL IODIDES; GREEN LIGHT
Description A controlled photorelease of alkynoic acids from the meso-methyl BODIPY photoremovable protecting group facilitates their subsequent efficient decarboxylation to give terminal alkynes for a Cu-I-catalyzed azide/ alkyne cycloaddition. The quantum efficiencies of the photochemical step and the kinetics of the click reaction step are reported.
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