Sonogashira cross-coupling in a designer ionic liquid (IL) without copper, external base, or additive, and with recycling and reuse of the IL
Application of a piperidine-appended dimethyl-imidazolium-NTf2 ionic liquid as dual solvent and base in the Sonogashira cross-coupling reaction of aryl-iodides with terminal acetylenes under mild conditions has been demonstrated. The method employs PdCl2(PPh3)2 without copper and external base. It is applicable to the synthesis of SF5-substituted diaryl- and aryl-alkyl-acetylenes, and can also be utilized for efficient homo-coupling of terminal acetylenes under aerobic conditions. The potential for recycling and reuse of this designer-IL offers an added advantage.
Digital Object Identifier (DOI)
Srinivas Reddy, & Laali, K. K. (2015). Sonogashira cross-coupling in a designer ionic liquid (IL) without copper, external base, or additive, and with recycling and reuse of the IL. Tetrahedron Letters, 56(33), 4807–4810. https://doi.org/10.1016/j.tetlet.2015.06.067