N,N- and N,O-Bidentate-Chelation-Assisted Alkenyl C-H Functionalization

Area of Science:

• Organic Chemistry
• Catalysis
• Synthetic Methodology

Background:

• Chelation-assisted C-H functionalization is key for synthesizing complex alkenes.
• Regio- and stereoselective construction of multi-substituted alkenes is achieved.
• Directing groups are crucial for controlling C-H functionalization selectivity.

Purpose of the Study:

• To review N,N- and N,O-bidentate directing group-assisted olefinic C-H functionalization reactions.
• To highlight the versatility of these directing groups in various transformations.
• To provide a comprehensive overview of recent advancements in the field.

Main Methods:

• Discussion of various N,N- and N,O-bidentate directing groups.
• Analysis of different C-H functionalization reactions including alkenylation, alkylation, arylation, thiolation, silylation, halogenation, and cyclization.
• Focus on regio- and stereoselective outcomes.

Main Results:

• N,N- and N,O-bidentate directing groups offer tunable and reversible metal coordination.
• These directing groups effectively promote a wide range of C-H functionalization reactions.
• The strategy allows for both endo- and exo-cyclometallation.

Conclusions:

• Chelation-assisted olefinic C-H functionalization is a powerful synthetic strategy.
• N,N- and N,O-bidentate directing groups are highly effective for selective C-H bond activation.
• This review consolidates key reactions and directing group strategies for alkene synthesis.