PREPARATION OF ISOINDOLO[2,1-<i>a</i>]QUINOXALINES BASED ON <i>N</i>-(2-AMINOPHENYL)ISOINDOLE DERIVATIVES

Authors

  • В. В. Сыпченко Kyiv Taras Shevchenko National University
  • Л. М. Потиха Kyiv Taras Shevchenko National University
  • В. А. Ковтуненко Kyiv Taras Shevchenko National University
  • В. Н. Баумер Scientific-Technological Complex "Institute of Monocrystals", National Academy of Sciences of Ukraine
  • О. В. Шишкин Scientific-Technological Complex "Institute of Monocrystals", National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

DOI:

https://doi.org/10.1007/1120

Keywords:

N-(2-aminophenyl)isoindole, o-(bromomethyl)benzophenone, isoindolo[2, 1-a]quinoxaline, 1, 2-phenylenediamine, acylation

Abstract

A new method is proposed for the preparation of N-(2-aminophenyl)isoindoles by the reaction of o-(bromomethyl)benzophenones with 1,2-phenylenediamines. The reaction of N-(2-aminophenyl)isoindoles with Ac2O leads to 1,N-diacetyl- or 1,N,N-triacetyl derivatives, whereas heating with formic acid or diethyl oxalate leads to cyclization with the formation of 11-arylisoindolo[2,1-a]quinoxaline derivatives. Salt formation in the 11-arylisoindolo[2,1-a]quinoxaline series was studied.

Authors: V. V. Sypchenko, L. M. Potikha, V. A. Kovtunenko, V. N. Baumer, and O. V. Shishkin.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (7), pp 1033-1042

http://link.springer.com/article/10.1007/s10593-012-1096-x

 

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Published

2013-11-05

Issue

No. 7 (2012)

Section

Original Papers