Synthesis of Unexpected Pyrrolo[2,3-b]quinoxaline-2-carbaldehydes
via Sonogashira Coupling Reaction

Ali Keivanloo; Mohammad Bakherad; Amin Rahimi

doi:10.1055/s-0029-1218715

PAPER

Synthesis of Unexpected Pyrrolo[2,3-b]quinoxaline-2-carbaldehydes via Sonogashira Coupling Reaction

Ali Keivanloo*, Mohammad Bakherad, Amin Rahimi
School of Chemistry, Shahrood University of Technology, Shahrood, Iran
Fax: +98(273)3395441; e-Mail: akeivanloo@yahoo.com; e-Mail: keivanloo@shahroodut.ac.ir;

Abstract

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Abstract

The reaction of a number of N-alkyl-3-chloroquinoxaline-2-amines with propargyl bromide in the presence of PdCl₂(PPh₃)₂ and copper(I) iodide in wet morpholine leads to the formation of the unexpected N-substituted pyrrolo[2,3-b]quinoxaline-2-carbaldehydes in good yields. A possible mechanism for the conversion is suggested.

Key words

palladium catalyst - pyrroloquinoxaline - Sonogashira coupling - propargyl bromide

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References

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