Reactions of toluquinone – cyclopentadiene Diels –Alder epoxide adducts with nucleophiles under heterogeneous conditions-Reference-Cited by-同舟云学术

Reactions of toluquinone – cyclopentadiene Diels –Alder epoxide adducts with nucleophiles under heterogeneous conditions

Published:2010-10 Issue:10 Volume:88 Page:996-1002
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

von Richthofen Andreas A.¹²³,Cardoso Filho José E. P.¹²³,Marzorati Liliana¹²³,Zukerman-Schpector Julio¹²³,Tiekink Edward R.T.¹²³,Di Vitta Claudio¹²³

Affiliation:

1. Chemistry Institute of the University of São Paulo, Av. Prof. Lineu Prestes 748, 05508-000 São Paulo, SP, Brazil.

2. Departamento de Química, Universidade Federal de São Carlos-CP 676-13565-905 São Carlos, SP, Brazil.

3. Department of Chemistry, University of Malaya, Kuala Lumpur 50603, Malaysia.

Abstract

Toluquinone–cyclopentadiene Diels–Alder epoxide adducts react with sulfur and oxygen nucleophiles under heterogeneous conditions, leading to products resulting from the epoxide ring opening and from skeletal rearrangement, respectively. Pyrolysis of the sulfanyl adducts gave the new 3-sulfanyltoluquinones (1).

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/V10-106

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