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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 30, 2000 - Issue 18
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Original Articles

Reactivities of Carbonyl-Activated Angular and Vinyl Chlorine Substituents in Chloranyl-Cyclopentadiene Adduct Toward Nucleophiles. Synthesis of New 1,4-Benzoquinones Containing an Unusual Ortho Pattern of Substitution

C. Di Vitta Instituto de Química, Universidade de São Paulo, C. Postal 26077, 05599--970, São, Paulo-SP, Brazil
,
B. Wladislaw Instituto de Química, Universidade de São Paulo, C. Postal 26077, 05599--970, São, Paulo-SP, Brazil
&
L. Marzorati Instituto de Química, Universidade de São Paulo, C. Postal 26077, 05599--970, São, Paulo-SP, Brazil
Pages 3413-3422 | Received 11 Dec 1999, Published online: 04 Dec 2007
 
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Abstract

Vinyl and angular chlorine atoms in chloranyl-cyclopentadiene adduct may be stepwise substituted by sulfur, nitrogen or oxygen nucleophiles to afford, after pyrolysis, highly substituted new quinones.

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