Reactivity of tetrapyrrolyl nitrones towards dipolarophiles bearing electron-withdrawing groups

• Type: Article in International Scientific Journal
• Date: 2015

Authors

da Silva, AFF (Author) Other; Barata, JFB (Author) Other; Silva, AMG (Author) REIT; Neves, MGPMS (Author) Other; Tome, AC (Author) Other; Silva, AMS (Author) Other; Cavaleiro, JAS (Author) Other

Journal

Title: Tetrahedron Letters

Vol. 56

Pages: 2878-2881

ISSN: 0040-4039

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 3 Citations

Scopus - 5 Citations

Other information

Authenticus ID: P-00G-BA4

DOI: 10.1016/j.tetlet.2015.04.066

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