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Heinz, Benjamin; Balkenhohl, Moritz und Knochel, Paul (2019): Thiolation of Pyridine-2-sulfonamides using Magnesium Thiolates. In: Synthesis-Stuttgart, Vol. 51, No. 23: pp. 4452-4462

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Abstract

The thiolation of pyridine-2-sulfonamides using magnesium thiolates is reported. The ortho -functionalizations of these sulfonamides using TMPMgCl center dot LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) followed by electrophilic quenching produced a range of 3-functionalized pyridine-2-sulfonamides, which were subsequently converted into the corresponding thioethers. Finally, symmetric or asymmetric diorganodisulfides were employed as electrophiles in a one-pot ortho -functionalization-thiolation procedure, leading to pyridine 2,3-disubstituted dithioethers.

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