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Reactivity of tetrapyrrolyl nitrones towards dipolarophiles bearing electron-withdrawing groups

Title
Reactivity of tetrapyrrolyl nitrones towards dipolarophiles bearing electron-withdrawing groups
Type
Article in International Scientific Journal
Year
2015
Authors
da Silva, AFF
(Author)
Other
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Barata, JFB
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Silva, AMG
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REIT
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Neves, MGPMS
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Tome, AC
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Silva, AMS
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Cavaleiro, JAS
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Journal
Title: Tetrahedron LettersImported from Authenticus Search for Journal Publications
Vol. 56
Pages: 2878-2881
ISSN: 0040-4039
Publisher: Elsevier
Other information
Authenticus ID: P-00G-BA4
Abstract (EN): The reactivity of porphyrinyl and corrolyl nitrones towards dipolarophiles bearing electron-withdrawing groups was studied and it was found that the two nitrones behave differently in 1,3-dipolar cycloaddition reactions. While porphyrinyl nitrone reacts with dimethyl fumarate, dimethyl acetylenedicarboxylate and ethyl propiolate to afford the expected isoxazolidine and isoxazoline cycloadducts, the corrolyl nitrone reacts with dimethyl fumarate to provide an isoxazolidine-substituted corrole but with dimethyl acetylenedicarboxylate it gives amide derivatives.
Language: English
Type (Professor's evaluation): Scientific
No. of pages: 4
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