STEPWISE SYNTHESIS OF 2-AMINO-3-VINYLINDOLIZINES USING A MIXTURE OF <i>N</i>-ALLYL-2-HALOPYRIDINIUM HALIDES AND CH ACID DERIVED FROM ACETONITRILE

Authors

  • Н. М. Твердохлеб Luhansk T. Shevchenko National University
  • Г. Е. Хорошилов Luhansk T. Shevchenko National University

DOI:

https://doi.org/10.1007/463

Keywords:

2-амино-3-винилиндолизины, индолизин, соли N-аллилпиридиния

Abstract

N-Allyl-2-bromo- and N-allyl-2-chloropyridinium halides react with malonodinitrile and thiazolyl derivatives of acetonitrile in the presence of a twofold excess of triethylamine to provide nucleophilic substitution products, which undergo Thorpe cyclization smoothly upon treatment with KOH to give the corresponding 2-amino-3-vinylindolizines.

Authors: N. M. Tverdokhleb and G. E. Khoroshilov.

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (8), pp 1141-1145

http://link.springer.com/article/10.1007/s10593-013-1355-5

Author Biographies

Н. М. Твердохлеб, Luhansk T. Shevchenko National University

Наталья Михайловна Твердохлеб

Г. Е. Хорошилов, Luhansk T. Shevchenko National University

Геннадий Евгеньевич Хорошилов

доцент кафедры химии и биохимии, к.х.н.

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Published

2013-06-17

Issue

No. 8 (2013)

Section

Original Papers