Cascade synthesis of 2,4-disulfonylpyrroles by the sulfonylation/[2+3]-cycloaddition reactions of gem-dibromoalkenes with arylsulfonyl methyl isocyanides

An efficient cascade reaction involving sulfonylation and [2 + 3]-cycloaddition reactions of gem-dibromoalkenes with arylsulfonyl methyl isocyanides was described for the synthesis of 3-aryl-2,4-disulfonyl-1H-pyrroles. The main highlight of this study is the introduction of a new dual-functional reactivity of arylsulfonyl methyl isocyanides as the sulfonyl source as well as a 1,3-dipolar reagent in the same reaction. This system is facilitated by Cs2CO3 mediation in DMSO and 100 degrees C conditions.

Automated summary

A new reaction system was developed utilizing arylsulfonyl methyl isocyanides as both the sulfonyl source and 1,3-dipolar reagent to synthesize the target product through a cascade reaction. This system was successfully facilitated under specific conditions.