SYNTHESIS OF 4<i>H</i>-THIENO[3,2-<i>c</i>]CHROMENES BY INTRAMOLECULAR ARYLATION OF 4-ARYLOXYMETHYL-5-IODOTHIOPHENE-2-CARBALDEHYDES

Authors

  • А. С. Фисюк F. M. Dostoevskii Omsk State University
  • Ю. П. Богза F. M. Dostoevskii Omsk State University
  • Л. В. Беляева F. M. Dostoevskii Omsk State University
  • В. Б. Беляев F. M. Dostoevskii Omsk State University

DOI:

https://doi.org/10.1007/1133

Keywords:

4-aryloxymethyl-5-iodothiophene-2-carbaldehydes, 4-chloromethyl-5-iodothiophene-2-carbaldehyde, 4H-thieno[3, 2-c]chromene-2-carbaldehydes, intramolecular cyclization, palladium catalysis

Abstract

The iodination of 4-chloromethylthiophene-2-carbaldehyde by N-iodosuccinimide under solvent-free conditions gives 4-chloromethyl-5-iodothiophene-2-carbaldehyde, which is used to obtain 4-aryloxymethyl-5-iodothiophene-2-carbaldehydes. The palladium-catalyzed intramolecular cyclization of 4-aryloxymethyl-5-iodothiophene-2-carbaldehydes yields 4H-thieno[3,2-c]chromene-2-carbaldehydes.

Authors: A. S. Fisyuk, Yu. P. Bogza, L. V. Belyaeva, and V. B. Belyaev.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (7), pp 1078-1084

http://link.springer.com/article/10.1007/s10593-012-1102-3

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Published

2013-11-05

Issue

No. 7 (2012)

Section

Original Papers