Journal
SYNTHESIS-STUTTGART
Volume 52, Issue 4, Pages 479-488Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0039-1690720
Keywords
carboxylic acids; C-H activation; native directing group; synthetic methodology
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Funding
- Max Planck Society (Otto Hahn Award)
- Fonds der Chemischen Industrie (Liebig Fellowship)
- Westfalische Wilhelms-Universitat-Munster (WWU Munster)
- Deutsche Forschungsgemeinschaft [SFB858]
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Carboxylic acids are important in a variety of research fields and applications. As a result, substantial efforts have been directed towards the C-H functionalization of such compounds. While the use of the carboxylic acid moiety as a native directing group for C(sp(2))-H functionalization reactions is well established, as yet there is no general solution for the C(sp(3))-Activation of aliphatic carboxylic acids and most endeavors have instead relied on the introduction of stronger directing groups. Recently however, novel ligands, tools, and strategies have emerged, which enable the use of free aliphatic carboxylic acids in C-H-activation-based transformations. 1 Introduction 2 Challenges in the C(sp(3))-H Bond Activation of Carboxylic Acids 3 The Lactonization of Aliphatic Carboxylic Acids 4 The Directing Group Approach 5 The Direct C-H Arylation of Aliphatic Carboxylic Acids 6 The Direct C-H Olefination of Aliphatic Carboxylic Acids 7 The Direct C-H Acetoxylation of Aliphatic Carboxylic Acids 8 Summary
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