What question did this study set out to answer?

The aim is to explore a new methodology for C(sp²)–H sulfonylmethylation using tetramethylolglycoluril.

May 28, 2026The Journal of Organic Chemistry0 citations

C(sp 2 ) –H Sulfonylmethylation of (Hetero)arenes Using Tetramethylolglycoluril as a Methylene Surrogate

ACAbhinay S. ChillalIndian Institute of Technology Indore MSMahesh SasamalIndian Institute of Technology Indore UKUmesh A. KshirsagarIndian Institute of Technology Indore

Key Points

The aim is to explore a new methodology for C(sp²)–H sulfonylmethylation using tetramethylolglycoluril.
Utilized tetramethylolglycoluril as a methylene surrogate in substoichiometric amounts.
Conducted mechanistic studies to analyze the reaction pathway.
Emphasized broad substrate scope and easy operational procedures.
Revealed an ionic mechanism facilitating sulfonylmethylation.
Demonstrated efficiency in using a reusable solvent.
Highlighted broad applicability across different (hetero)arene substrates.

Abstract

-dimethylaniline. Tetramethylolglycoluril acts as an in situ C1 source and is required in substoichiometric amounts. Mechanistic studies suggest an ionic mechanism for the reaction. Easy operation, broad substrate scope, and reusable solvent are a few advantages of the developed methodology.

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