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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

The Diels-Alder reactions of para-benzoquinone nitrogen-derivatives: an experimental and theoretical study

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Author(s):
Uliana, Marciana P. [1] ; Servilha, Bruno M. [1] ; Alexopoulos, Olga [1] ; de Oliveira, Kleber T. [1] ; Tormena, Claudio F. [2] ; Ferreira, Marco A. B. [1] ; Brocksom, Timothy J. [1]
Total Authors: 7
Affiliation:
[1] Univ Fed Sao Carlos, Dept Quim, BR-13560905 Sao Carlos, SP - Brazil
[2] Univ Estadual Campinas, Inst Quim, Dept Quim Organ, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Tetrahedron; v. 70, n. 39, p. 6963-6973, SEP 30 2014.
Web of Science Citations: 4
Abstract

An experimental and theoretical study of the comparative reactivity and selectivity of the Diels-Alder reactions of para-benzoquinones and three nitrogen derivatives have been performed. The mono-oximes derivatives do not react under the tested reaction conditions, whereas the tosylated mono-oximes react slowly. However, the mono N-tosyl imines show excellent reactivity, and superior to the parent para-benzoquinones. DFT calculations support these experimental results. (C) 2014 Elsevier Ltd. All rights reserved. (AU)

FAPESP's process: 13/06532-4 - Cross-coupling reactions on the synthesis of new photosensitizers with high conjugation
Grantee:Kleber Thiago de Oliveira
Support type: Regular Research Grants
FAPESP's process: 13/02311-3 - New approaches in asymmetric synthesis of tetrahydrofuran and tetrahydropyran-derivatives with potential application in the preparation of bioactive molecules
Grantee:Marco Antonio Barbosa Ferreira
Support type: Regular Research Grants
FAPESP's process: 11/13993-2 - Methodologies for the synthesis of bioactive terpenes
Grantee:Timothy John Brocksom
Support type: Regular Research Grants