Solvent-Directed Click Reaction between Active Methylene Compounds and Azido-1,3,5-triazines

Area of Science:

• Organic Chemistry
• Green Chemistry

Background:

• Click chemistry offers efficient molecular assembly.
• Developing sustainable synthetic routes is crucial in chemistry.

Purpose of the Study:

• To develop a novel, environmentally friendly click reaction.
• To synthesize trisubstituted 1,2,3-triazoles under mild conditions.

Main Methods:

• Utilized a solvent-directed click reaction.
• Employed active methylene compounds and azido-1,3,5-triazines.
• Performed reactions in aqueous solution.

Main Results:

• Achieved high yields of regiospecific trisubstituted 1,2,3-triazole products.
• Demonstrated rapid synthesis under mild conditions.
• Facilitated easy product separation without column chromatography.

Conclusions:

• The developed click reaction is efficient and sustainable.
• Protonation of a nitrogen anion intermediate controls the reaction.
• Density Functional Theory (DFT) calculations support the proposed mechanism.