Literature DB >> 32348625

Transition-Metal-Free Carbon Isotope Exchange of Phenyl Acetic Acids.

Gianluca Destro1,2, Kaisa Horkka3, Olivier Loreau1, David-Alexandre Buisson1, Lee Kingston4, Antonio Del Vecchio1, Magnus Schou3,5, Charles S Elmore4, Frédéric Taran1, Thibault Cantat2, Davide Audisio1.   

Abstract

A transition-metal-free carbon isotope exchange procedure on phenyl acetic acids is described. Utilizing the universal precursor CO2 , this protocol allows the carbon isotope to be inserted into the carboxylic acid position, with no need of precursor synthesis. This procedure enabled the labeling of 15 pharmaceuticals and was compatible with carbon isotopes [14 C] and [13 C]. A proof of concept with [11 C] was also obtained with low molar activity valuable for distribution studies.
© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

Entities:  

Keywords:  carbon dioxide; carbon-11; carbon-14; isotope exchange; isotope labeling

Year:  2020        PMID: 32348625     DOI: 10.1002/anie.202002341

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Origin of Free Energy Barriers of Decarboxylation and the Reverse Process of CO2 Capture in Dimethylformamide and in Water.

Authors:  Shaoyuan Zhou; Bach T Nguyen; John P Richard; Ronald Kluger; Jiali Gao
Journal:  J Am Chem Soc       Date:  2020-12-29       Impact factor: 15.419

2.  Transition-metal-free decarboxylative thiolation of stable aliphatic carboxylates.

Authors:  Wei-Long Xing; De-Guang Liu; Ming-Chen Fu
Journal:  RSC Adv       Date:  2021-01-22       Impact factor: 3.361

3.  Basicity as a Thermodynamic Descriptor of Carbanions Reactivity with Carbon Dioxide: Application to the Carboxylation of α,β-Unsaturated Ketones.

Authors:  Pietro Franceschi; Catia Nicoletti; Ruggero Bonetto; Marcella Bonchio; Mirco Natali; Luca Dell'Amico; Andrea Sartorel
Journal:  Front Chem       Date:  2021-11-24       Impact factor: 5.221

Review 4.  Late-Stage Carbon-14 Labeling and Isotope Exchange: Emerging Opportunities and Future Challenges.

Authors:  Victor Babin; Frédéric Taran; Davide Audisio
Journal:  JACS Au       Date:  2022-06-07
  4 in total

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