Carboxylic Acids as Directing Groups for C-H Bond Functionalization
Martin Pichette Drapeau1, Lukas J Gooßen1
1Ruhr-Universität Bochum, Lehrstuhl für Organische Chemie I, ZEMOS, Universitätsstr. 150, 44801, Bochum, Germany.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|October 13, 2016
Summary
Carboxylic acids serve as effective directing groups for selective C-H bond functionalization, enabling the creation of complex molecules. This review highlights recent advances in carboxylate-directed reactions forming C-C, C-O, C-N, and C-halogen bonds.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Selective C-H bond functionalization is crucial for synthesizing complex organic molecules.
- Directing groups are essential for controlling regioselectivity in C-H activation reactions.
- Carboxylic acids are cost-effective, readily available, and versatile directing groups.
Approach:
- This review summarizes recent advancements in carboxylate-directed C-H functionalization reactions.
- It covers the formation of C-C, C-O, C-N, and C-halogen bonds.
- Emphasis is placed on methods combining C-H functionalization with decarboxylative couplings.
Key Points:
- Carboxylate groups effectively direct C-H functionalization to specific positions.
- These reactions facilitate the formation of diverse bonds (C-C, C-O, C-N, C-halogen).
- Decarboxylative couplings can be integrated for further molecular derivatization.
Conclusions:
- Carboxylate-directed C-H functionalization offers a powerful strategy for molecular synthesis.
- The combination with decarboxylative couplings expands synthetic utility and complexity.
- This approach provides efficient routes to a wide range of functionalized organic compounds.
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