Volume 18, Issue 35
Isocyclic Compounds
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ChemInform Abstract: The Convergent (AB + CD) Route to 9-Acetyl-7,8,9,10-tetrahydronaphthacenedione.

K. RAVICHANDRAN

K. RAVICHANDRAN

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-9671, USA

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D. J. GOSCINIAK

D. J. GOSCINIAK

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-9671, USA

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M. P. CAVA

M. P. CAVA

Dep. Chem., Univ. Alabama, Tuscaloosa, AL 35487-9671, USA

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First published: September 1, 1987

Abstract

The bis(bromomethyl)dihydrothiophene dioxide (I), derived from 2,3-dimethyl-1,3-butadiene, reacts with methyl vinyl ketone (II), forming the thermally labile hexahydrobenzothiophene dioxide (III).

ChemInform Abstract

The bis(bromomethyl)dihydrothiophene dioxide (I), derived from 2,3-dimethyl-1,3-butadiene, reacts with methyl vinyl ketone (II), forming the thermally labile hexahydrobenzothiophene dioxide (III). This is coupled with the bromonaphthoquinone (IV) to give the acetyltetrahydronaphthacenedione (V) which is also prepared from the dibromide (VI) via the ketone (VII).

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