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Regioselective magnesiations of functionalized arenes and heteroarenes using TMP2Mg in hydrocarbons.

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We report the preparation of a new hydrocarbon-soluble magnesium amide TMP2Mg (TMP = 2,2,6,6-tetramethylpiperidyl). This base showed excellent properties for the regioselective magnesiation of various arenes and heteroarenes bearing ethyl… Click to show full abstract

We report the preparation of a new hydrocarbon-soluble magnesium amide TMP2Mg (TMP = 2,2,6,6-tetramethylpiperidyl). This base showed excellent properties for the regioselective magnesiation of various arenes and heteroarenes bearing ethyl esters and carbamates under very mild reaction conditions. Subsequent trapping with aryl iodides (Negishi cross-coupling) gave access to a range of highly functionalized valuable building blocks.

Keywords: magnesiations functionalized; regioselective magnesiations; arenes heteroarenes; heteroarenes using; functionalized arenes; using tmp2mg

Journal Title: Chemical communications
Year Published: 2022

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