NDLI: Rapid Access to Carbon-Isotope-Labeled Alkyl and Aryl Carboxylates Applying Palladacarboxylates.

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Rapid Access to Carbon-Isotope-Labeled Alkyl and Aryl Carboxylates Applying Palladacarboxylates.

Content Provider	Europe PMC
Author	Ton, StephanieJ. Ravn, Anne K. Hoffmann, Daniel Vrønning Day, Craig S. Kingston, Lee Elmore, Charles S. Skrydstrup, Troels
Copyright Year	2023
Abstract	Herein, we reporta strategy for the formation of isotopicallylabeled carboxylic esters from boronic esters/acids using a readilyaccessible palladium carboxylate complex as an organometallic sourceof isotopically labeled functional groups. The reaction allows accessto either unlabeled or full 13C- or 14C-isotopicallylabeled carboxylic esters, and the method is characterized by itsoperational simplicity, mild conditions, and general substrate scope.Our protocol is further extended to a carbon isotope replacement strategy,involving an initial decarbonylative borylation procedure. Such anapproach allows access to isotopically labeled compounds directlyfrom the unlabeled pharmaceutical, which can have implications fordrug discovery programs.
Related Links	https://europepmc.org/backend/ptpmcrender.fcgi?accid=PMC10052257&blobtype=pdf
Journal	JACS Au
Volume Number	3
DOI	10.1021/jacsau.2c00708
PubMed Central reference number	PMC10052257
Issue Number	3
PubMed reference number	37006775
e-ISSN	26913704
Language	English
Publisher	American Chemical Society
Publisher Date	2023-02-13
Access Restriction	Open
Rights License	Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). © 2023 The Authors. Published by American Chemical Society
Subject Keyword	isotope labeling carbon-14 pharmaceuticals organic acids palladium
Content Type	Text
Resource Type	Article
Subject	Chemistry Physical and Theoretical Chemistry Analytical Chemistry Organic Chemistry

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