Published December 2013 | Version v1
Journal article

A facile regioselective synthesis of novel spiroacenaphthene pyrroloisoquinolines through 1,3-dipolar cycloaddition reactions

  • 1. Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran (Iran, Islamic Republic of)
  • 2. Department of Chemistry, Jouybar Branch, Islamic Azad University, Jouybar (Iran, Islamic Republic of)
  • 3. Department of Chemistry, Dr. Shariati Branch, University of Farhangian, Sari (Iran, Islamic Republic of)

Description

An efficient one-pot three-component procedure for the synthesis of novel spiroacenaphthene pyrroloisoquinolines with high regioselectivity is described. These compounds were prepared from 1,3-dipolar cycloaddition of an azomethine ylide generated from acenaphthenequinone and 1,2,3,4-tetrahydroisoquinoline via [1,5]-H shift, with chalcone and nitrostyrene derivatives as dipolarophiles. The structure and stereochemistry of the cycloadducts have been established by single crystal X-ray structure and spectroscopic techniques. (author)

Availability note (English)

Available from http://jbcs.sbq.org.br/audiencia_pdf.asp?aid2=3799&nomeArquivo=v24n12a09.pdf

Additional details

Publishing Information

Journal Title
Journal of the Brazilian Chemical Society
Journal Volume
24
Journal Issue
12
Journal Page Range
p. 1957-1963
ISSN
0103-5053
CODEN
JOCSET