Elsevier

Tetrahedron Letters

Volume 43, Issue 29, 15 July 2002, Pages 5089-5091
Tetrahedron Letters

The first Bischler–Napieralski cyclization in a room temperature ionic liquid

https://doi.org/10.1016/S0040-4039(02)00998-XGet rights and content

Abstract

We have demonstrated the use of the room temperature ionic liquid, 1-butyl-3-methylimidazoliumhexafluorophosphate ([bmim]PF6), as an environmentally benign solvent for the preparation of isoquinoline derivatives through Bischler–Napieralski cyclization under mild conditions with excellent purity and yields. The role of HF as a catalyst in the reaction was also investigated.

The effectiveness of the ionic liquid [bmim]PF6 as a solvent for the Bischler–Napieralski cyclization was examined for the preparation of isoquinoline derivatives.

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Acknowledgements

We would like to thank the National University of Singapore (NUS) and the Agency for Science, Technology and Research (A*STAR) for financial support. We also would like to thank Roger Read for helpful discussions.

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†

Ionic liquid sample prepared and supplied by Adam McCluskey.

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