Indium(III) Chloride-Catalyzed Isocyanide Insertion Reaction to Construct Complex Spirooxindole

Area of Science:

• Organic Chemistry
• Catalysis
• Synthetic Methodology

Background:

• Spirooxindole scaffolds are prevalent in natural products and pharmaceuticals, necessitating efficient synthetic routes.
• Multiple isocyanide insertion reactions are valuable for constructing complex heterocyclic frameworks.

Purpose of the Study:

• To disclose an unusual multiple isocyanide insertion reaction with methyleneindolinone.
• To develop an efficient and rapid strategy for constructing structurally complex spirooxindoles.

Main Methods:

• Utilizing indium(III) chloride as a catalyst for the reaction.
• Employing methyleneindolinone and multiple isocyanides as substrates.
• Optimizing reaction conditions for efficiency and yield.

Main Results:

• Successful demonstration of an unusual multiple isocyanide insertion reaction.
• Efficient and rapid construction of structurally complex spirooxindole derivatives.
• The protocol exhibits mild reaction conditions, high atom economy, and a broad substrate scope.

Conclusions:

• The developed protocol provides a facile and efficient method for synthesizing complex spirooxindoles.
• This strategy expands the synthetic utility of isocyanide insertion reactions.
• The reaction's mild conditions and efficiency make it attractive for various applications in organic synthesis.