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Simple and one-pot C-arilation from reaction between azines (isoquinoline or phenanthridine) and acetylenic esters in the presence of phenol derivatives

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Abstract

Three-component condensation reactions between azines (isoquinoline or phenanthridine) and acetylenic esters were undertaken in the presence of phenol derivatives (2,6-di-tert-butyl-phenol, 2,4-di-tert-butyl-phenol, 2,6-dimethyl phenol and 2,4-dimethyl phenol) for generation of C-arilation in good yields. The reactions proceeded smoothly at room temperature without using any catalyst. This method is very useful to functionalize aza-aromatic compounds in a one-pot operation.

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Acknowledgments

We gratefully acknowledge financial support from the Research council of graduate university of advanced tecnology.

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Authors and Affiliations

  1. Faculty of Marine Science, Chabahar Maritime University, P. O. Box 99717-56499, Chabahar, Iran

    Mahmoud Nassiri

  2. Department of New Materials, Institute of Science and High Technology and Environmental Sciences, Graduate University of Advanced Technology, P. O. Box 76315-117, Kerman, Iran

    Asadollah Hassankhani

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  1. Mahmoud Nassiri
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  2. Asadollah Hassankhani
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Correspondence to Mahmoud Nassiri.

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Nassiri, M., Hassankhani, A. Simple and one-pot C-arilation from reaction between azines (isoquinoline or phenanthridine) and acetylenic esters in the presence of phenol derivatives. J IRAN CHEM SOC 11, 693–699 (2014). https://doi.org/10.1007/s13738-013-0341-2

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