Synthesis 2013; 45(24): 3375-3382
DOI: 10.1055/s-0033-1340042
paper
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of Hydrazine Derivatives of 5H-Pyrrolo[3,4-b]pyrazine and 1H-Pyrrolo[3,4-b]quinoxaline

Authors

  • Olga V. Hordiyenko*

    a   Taras Shevchenko National University of Kyiv, vul. Volodymyrs’ka, 64/13, Kyiv 01601, Ukraine   Fax: +380(44)2351273   Email: ov_hordiyenko@univ.kiev.ua
  • Igor V. Rudenko

    a   Taras Shevchenko National University of Kyiv, vul. Volodymyrs’ka, 64/13, Kyiv 01601, Ukraine   Fax: +380(44)2351273   Email: ov_hordiyenko@univ.kiev.ua
  • Irina A. Zamkova

    a   Taras Shevchenko National University of Kyiv, vul. Volodymyrs’ka, 64/13, Kyiv 01601, Ukraine   Fax: +380(44)2351273   Email: ov_hordiyenko@univ.kiev.ua
  • Oleksandr V. Denisenko

    a   Taras Shevchenko National University of Kyiv, vul. Volodymyrs’ka, 64/13, Kyiv 01601, Ukraine   Fax: +380(44)2351273   Email: ov_hordiyenko@univ.kiev.ua
  • Angelina V. Biitseva

    a   Taras Shevchenko National University of Kyiv, vul. Volodymyrs’ka, 64/13, Kyiv 01601, Ukraine   Fax: +380(44)2351273   Email: ov_hordiyenko@univ.kiev.ua
  • Axelle Arrault

    b   Laboratoire de Chimie Physique Macromoléculaire, INPL, ENSIC, 1 rue Grandville, 54001 Nancy Cedex, France
  • Andrei A. Tolmachev

    a   Taras Shevchenko National University of Kyiv, vul. Volodymyrs’ka, 64/13, Kyiv 01601, Ukraine   Fax: +380(44)2351273   Email: ov_hordiyenko@univ.kiev.ua
Further Information

Publication History

Received: 03 July 2013

Accepted after revision: 26 September 2013

Publication Date:
06 November 2013 (online)


Graphical Abstract

Abstract

A convenient and efficient route for the chemoselective synthesis of carbohydrazide, arenesulfonylhydrazide, and thiosemicarbazone derivatives of 5H-pyrrolo[3,4-b]pyrazine and 1H-pyrrolo[3,4-b]quinoxaline from the corresponding dinitriles and substituted hydrazines was elaborated. The synthesis of starting pyrazine-2,3-dicarbonitrile was sufficiently improved by using concentrated HCl as a catalyst.

Supporting Information