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

Parvin SalehiZahra TanbakouchianNoushin Farajinia-LehiMorteza Shiri
Published in: RSC advances (2021)
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-1 H -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 Cs 2 CO 3 mediation in DMSO and 100 °C conditions.
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