Transition‐Metal Catalyzed C−H Alkylation Using Epoxides as Alkylating Reagents

The alkylation of arenes is one of the most fundamental transformations in synthetic chemistry and the transition‐metal‐catalyzed direct C−H alkylation represents a straightforward and attractive approach from both atom and step‐economy perspectives. Epoxides, the smallest three‐membered saturated O...

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Published inChemCatChem Vol. 16; no. 14
Main Authors Liu, Ze‐Shui, Wang, Danni, Cheng, Hong‐Gang, Zhou, Qianghui
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 22.07.2024
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Abstract The alkylation of arenes is one of the most fundamental transformations in synthetic chemistry and the transition‐metal‐catalyzed direct C−H alkylation represents a straightforward and attractive approach from both atom and step‐economy perspectives. Epoxides, the smallest three‐membered saturated O‐heterocycles that can be easily prepared in racemic or enantioenriched forms, are highly useful building blocks for the synthesis of complex organic molecules. Owing to their inherent high ring‐strain, epoxides readily undergo ring‐opening reactions and have been used as alkylating reagents for C−H alkylation catalyzed by transition metals. This review summarizes recent advances in utilizing epoxides as alkylating reagents in transition‐metal‐catalyzed C−H alkylation as well as their synthetic applications in organic synthesis. This review highlights the recent advances in utilizing epoxides as alkylating reagents in transition‐metal‐catalyzed C−H alkylation, along with its associated synthetic applications in organic synthesis.
AbstractList The alkylation of arenes is one of the most fundamental transformations in synthetic chemistry and the transition‐metal‐catalyzed direct C−H alkylation represents a straightforward and attractive approach from both atom and step‐economy perspectives. Epoxides, the smallest three‐membered saturated O‐heterocycles that can be easily prepared in racemic or enantioenriched forms, are highly useful building blocks for the synthesis of complex organic molecules. Owing to their inherent high ring‐strain, epoxides readily undergo ring‐opening reactions and have been used as alkylating reagents for C−H alkylation catalyzed by transition metals. This review summarizes recent advances in utilizing epoxides as alkylating reagents in transition‐metal‐catalyzed C−H alkylation as well as their synthetic applications in organic synthesis.
The alkylation of arenes is one of the most fundamental transformations in synthetic chemistry and the transition‐metal‐catalyzed direct C−H alkylation represents a straightforward and attractive approach from both atom and step‐economy perspectives. Epoxides, the smallest three‐membered saturated O‐heterocycles that can be easily prepared in racemic or enantioenriched forms, are highly useful building blocks for the synthesis of complex organic molecules. Owing to their inherent high ring‐strain, epoxides readily undergo ring‐opening reactions and have been used as alkylating reagents for C−H alkylation catalyzed by transition metals. This review summarizes recent advances in utilizing epoxides as alkylating reagents in transition‐metal‐catalyzed C−H alkylation as well as their synthetic applications in organic synthesis. This review highlights the recent advances in utilizing epoxides as alkylating reagents in transition‐metal‐catalyzed C−H alkylation, along with its associated synthetic applications in organic synthesis.
Author Wang, Danni
Liu, Ze‐Shui
Zhou, Qianghui
Cheng, Hong‐Gang
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Snippet The alkylation of arenes is one of the most fundamental transformations in synthetic chemistry and the transition‐metal‐catalyzed direct C−H alkylation...
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SubjectTerms Alkylation
Aromatic compounds
Catellani reaction
Chemical reactions
Chemical synthesis
C−H activation
epoxide
Organic chemistry
Reagents
Transition metals
Title Transition‐Metal Catalyzed C−H Alkylation Using Epoxides as Alkylating Reagents
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fcctc.202301764
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