Synthesis of [9.10-b]-Phenanthrofuran via Ring Expansion of a Dichlorocyclopropane

Authors

  • Paul Müller Département de Chimie Organique, Université de Genève, CH-1211 Genève 4, Switzerland
  • Jean Pfyffer Département de Chimie Organique, Université de Genève, CH-1211 Genève 4, Switzerland

DOI:

https://doi.org/10.2533/chimia.1984.79

Abstract

Base-induced elimination of the dichlorocarbene adduct 8 of 9-methoxyphenanthrene (7) give rise to the formation of the phe-nanthrofuran 9. A mechanism involving a cyclopropene-vinyl-carbene rearrangement (10-11) followed by intramolecular insertion into the C-H bond of 11 is proposed for the transformation.

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Published

1984-03-31

Issue

Vol. 38 No. 3 (1984): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1984 Paul Müller

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
P. Müller, J. Pfyffer, Chimia 1984, 38, 79, DOI: 10.2533/chimia.1984.79.