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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
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Transition metal-catalyzed ketone-directed or mediated C-H functionalization
Zhongxing Huang1, Hee Nam Lim1, Fanyang Mo1
1Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, USA. gbdong@cm.utexas.edu.
Chemical Society Reviews
|July 18, 2015
Summary
Ketones are versatile directing groups in transition metal-catalyzed C-H functionalization. This review details advancements in ketone-directed reactions, including carbonyl-directed, beta-functionalization, and alpha-alkylation/alkenylation strategies.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Transition metal-catalyzed C-H functionalization is crucial in organic synthesis.
- Nitrogen, phosphorus, and sulfur functional groups are common directing groups (DGs).
- The use of prevalent functional groups like ketones as DGs is an active research area.
Purpose of the Study:
- To review advancements in transition metal-catalyzed C-H functionalization directed by ketones.
- To categorize ketone-mediated C-H functionalization strategies.
- To highlight strategic design and reaction discovery in this field.
Main Methods:
- Review of literature on ketone-directed C-H functionalization.
- Categorization of reactions based on the mode of ketone involvement.
- Analysis of strategic approaches and discovery of new reactions.
Main Results:
- Ketone carbonyls serve as effective directing groups for C-H activation.
- Direct β-functionalization of ketones has been achieved.
- α-Alkylation and alkenylation of ketones with unactivated olefins and alkynes are feasible.
Conclusions:
- Ketone-mediated C-H functionalization offers a powerful platform for organic synthesis.
- Diverse strategies enable selective functionalization adjacent to or at the ketone moiety.
- Continued exploration promises further expansion of ketone-directed synthetic methodologies.
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