Paper
Direct 3-Acylation of Indolizines by Carboxylic Acids for the Practical Synthesis of Red Light-Releasable Caged Carboxylic Acids.
Published Jul 19, 2021 · Kenji Watanabe, Nodoka Terao, Takashi Niwa
The Journal of organic chemistry
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Abstract
To enhance the practicality of photouncaging system using 3-acyl-2-methoxyindolizines, direct acylation of indolizines with carboxylic acids was developed using condensation reagents, generally used for peptide coupling. This method allowed for caging a broad range of carboxylic acids with indolizines. The method enabled a facile synthesis of water-soluble caged bioactive carboxylic acids having an intramolecular photosensitizer. The efficient release of carboxylic acids from the synthesized caged compounds upon red light irradiation was confirmed in neutral buffered solutions.
Direct acylation of indolizines with carboxylic acids enables the facile synthesis of red light-releasable caged carboxylic acids with intramolecular photosensitizers.
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