Metal-Free [5+1] Cycloaddition-Aromatization of Benzotriazoles and Sulfur Ylides to Construct 1,2,4-Benzotriazines

Reported herein is a novel [5 + 1] cycloaddition- aromatization of benzotriazoles and sulfur ylides to efficiently construct 1,2,4-benzotriazine derivates with good yield. This new protocol does not employ any transition metal reagent and enables the cycloaddition by cleavage of the N-N single bond. The use of inexpensive and readily available starting materials, a broad substrate scope, mild reaction conditions, metal-free, and versatile functionalization of the 1,2,4-benzotriazines make this strategy more attractive.

Automated summary

A novel [5 + 1] cycloaddition-aromatization method for efficient construction of 1,2,4-benzotriazine derivatives from benzotriazoles and sulfur ylides is reported. This metal-free protocol utilizes cleavage of the N-N single bond for the cycloaddition reaction. The use of inexpensive starting materials, broad substrate scope, mild reaction conditions, and versatile functionalization of the 1,2,4-benzotriazines make this strategy more attractive.