A gold-catalysed imine–propargylamine cascade sequence: synthesis of 3-substituted-2,5-dimethylpyrazines and the reaction mechanism

Author:

Alcaide Benito12345,Almendros Pedro678,Alonso José M.12345,Fernández Israel2459,Gómez-Campillos Gonzalo12345,Torres M. Rosario10459

Affiliation:

1. Grupo de Lactamas y Heterociclos Bioactivos

2. Departamento de Química Orgánica

3. Unidad Asociada al CSIC

4. Facultad de Química

5. Universidad Complutense de Madrid

6. Instituto de Química Orgánica General

7. IQOG-CSIC

8. 28006-Madrid, Spain

9. 28040-Madrid, Spain

10. CAI Difracción de Rayos X

Abstract

The gold-catalysed coupling reaction between propargylamine-derived imines and propargylamine exclusively afforded pyrazines.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Reference15 articles.

1. N. Sato , Pyrazines and their Benzo Derivatives , in Comprehensive Heterocyclic Chemistry III , ed. A. R. Katritzky , C. A. Ramsden , E. F. V. Scriven and R. Taylor , Elsevier , Oxford , 2008 , vol. 8, pp. 273–331

2. M.-P. Cabal , Six-Membered Heterocycles: 1,2-, 1,3-, and 1,4-Diazines: and Related Systems , in Modern Heterocyclic Chemistry , ed. J. Álvarez-Builla , J. J. Vaquero and J. Barluenga , Wiley-VCH , Weinheim, Germany , 2011 , vol. 1, pp. 1683–1776

3. Analysis of Volatile Flavor Components in Roasted Peanuts Using Supercritical Fluid Extraction and Gas Chromatography−Mass Spectrometry

4. Structure and synthesis of tetrasubstituted pyrazines in ants in the genus

5. Synthesis and antitumor activity of indolylpyrimidines: Marine natural product meridianin D analogues

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