AI Article Synopsis
- A new reagent called N-difluoromethylthiophthalimide has been created for the purpose of adding difluoromethylthiol groups to various compounds.
- This reagent is easy to produce in just four steps using common starting materials like phthalimide and TMSCF2H.
- It can effectively react with a variety of nucleophiles, including boronic acids, alkynes, and electron-rich heteroarenes, allowing for diverse chemical transformations under mild conditions.
Article Abstract
A new, electrophilic difluoromethylthiolating reagent N-difluoromethylthiophthalimide 3 was developed. Reagent 3 can be readily synthesized in four steps from easily available starting materials phthalimide and TMSCF2H. N-difluoromethylthiophthalimide 3 is a powerful electrophilic difluoromethylthiolating reagent that allows the difluoromethylthiolation of a wide range of nucleophiles including aryl/vinyl boronic acids, alkynes, amines, thiols, β-ketoesters, and oxindoles and electron-rich heteroarenes such as indole, pyrrole, 1H-pyrrolo[2,3-b]pyridine, imidazo[1,2-a]pyridine, aminothiazole, isoxazole, and pyrazole under mild conditions.
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| http://dx.doi.org/10.1021/jacs.5b03170 | DOI Listing |
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