دورية أكاديمية

Palladium(II)‐Catalyzed Nondirected Late‐Stage C(sp 2 )−H Deuteration of Heteroarenes Enabled Through a Multi‐Substrate Screening Approach

التفاصيل البيبلوغرافية
العنوان: Palladium(II)‐Catalyzed Nondirected Late‐Stage C(sp 2 )−H Deuteration of Heteroarenes Enabled Through a Multi‐Substrate Screening Approach
المؤلفون: Dey, Jyotirmoy, Kaltenberger, Simon, van Gemmeren, Manuel
المساهمون: Christian-Albrechts-Universität zu Kiel, HORIZON EUROPE European Research Council, Studienstiftung des Deutschen Volkes
المصدر: Angewandte Chemie International Edition ; ISSN 1433-7851 1521-3773
بيانات النشر: Wiley
سنة النشر: 2024
المجموعة: Wiley Online Library (Open Access Articles via Crossref)
الوصف: The importance of deuterium labelling in a variety of applications, ranging from mechanistic studies to drug‐discovery, has spurred immense interest in the development of new methods for its efficient incorporation in organic, and especially in bioactive molecules. The five‐membered heteroarenes at the center of this work are ubiquitous motifs in bioactive molecules and efficient methods for the deuterium labelling of these compounds are therefore highly desirable. However, the profound differences in chemical properties encountered between different heteroarenes hamper the development of a single set of broadly applicable reaction conditions, often necessitating a separate optimization campaign for a given type of heteroarene. In this study we describe the use of a multi‐substrate screening approach to identify optimal reaction conditions for different classes of heteroarenes from a minimal number of screening reactions. Using this approach, four sets of complementary reaction conditions derived from our dual ligand‐based palladium catalysts for nondirected C(sp 2 )−H activation were identified, that together enable the deuteration of structurally diverse heteroarenes, including bioactive molecules.
نوع الوثيقة: article in journal/newspaper
اللغة: English
DOI: 10.1002/anie.202404421
الإتاحة: https://doi.org/10.1002/anie.202404421Test
حقوق: http://creativecommons.org/licenses/by-nc-nd/4.0Test/
رقم الانضمام: edsbas.7FB2C9A9
قاعدة البيانات: BASE