Volume 31, Issue 43
Isocyclic Compounds
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ChemInform Abstract: Cyclopropane-Shift Type Reaction of Diaryl(2-halogenocyclopropyl)methanols Promoted by Lewis Acids.

Kazunori Wakasugi

Kazunori Wakasugi

Fac. Sci., Kwansei Gakuin Univ., Nishinomiya, Hyogo 662, Japan

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Yoshinori Nishii

Yoshinori Nishii

Fac. Sci., Kwansei Gakuin Univ., Nishinomiya, Hyogo 662, Japan

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Yoo Tanabe

Yoo Tanabe

Fac. Sci., Kwansei Gakuin Univ., Nishinomiya, Hyogo 662, Japan

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First published: 01 June 2010

Abstract

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ChemInform Abstract

A new, novel Lewis acid promoted cyclopropane-shift reaction of the cyclopropanes (I) and (V) is observed. Thus the reaction of (I) and (V) results in the formation of the tricyclic compounds (II), (VI) and (VII), which are transformed into the naphthalenes (IV) and arylindenes like (VIII), respectively. Alternatively, naphthalene derivatives (IV) are also prepared in a direct, one-pot cyclopropane-shift type benzannulation of (I). These reactions represent an interesting example of C-bond fission across a cation.

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