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Issue 16, 2017
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Pd-PEPPSI-IPentCl: a new highly efficient ligand-free and recyclable catalyst system for the synthesis of 2-substituted indoles via domino copper-free Sonogashira coupling/cyclization

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Abstract

A pyridine-containing decidedly resourceful Pd-N-heterocyclic carbene complex, Pd-PEPPSI-IPentCl (PEPPSI = pyridine enhanced precatalyst preparation, stabilization, and initiation), is used as a first class recyclable catalytic system for the synthesis of 2-substituted indoles via domino copper-free Sonogashira coupling/cyclization. The catalyst showed a greater performance in the cascade reaction of various 2-bromo anilines with different terminal acetylenes under mild (60 °C) and green conditions (ethanol : water) even in the absence of a copper catalyst and an inert atmosphere. The catalyst is used for the first time in these reactions. The findings suggest that 0.1 mol% of the catalyst is sufficient, and that the catalyst is recyclable and can be reused for up to six cycles.

Graphical abstract: Pd-PEPPSI-IPentCl: a new highly efficient ligand-free and recyclable catalyst system for the synthesis of 2-substituted indoles via domino copper-free Sonogashira coupling/cyclization

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Publication details

The article was received on 07 May 2017, accepted on 04 Jul 2017 and first published on 05 Jul 2017


Article type: Paper
DOI: 10.1039/C7NJ01544E
Citation: New J. Chem., 2017,41, 8187-8195
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    Pd-PEPPSI-IPentCl: a new highly efficient ligand-free and recyclable catalyst system for the synthesis of 2-substituted indoles via domino copper-free Sonogashira coupling/cyclization

    M. K. Kolli, N. M. Shaik, G. Chandrasekar, S. Chidara and R. B. Korupolu, New J. Chem., 2017, 41, 8187
    DOI: 10.1039/C7NJ01544E

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