Functionalization of dipyrromethanes via hetero-Diels–Alder reaction with azo- and nitrosoalkenes

5,50-Diethyl- and 5-phenyldipyrromethanes participate in cycloadditions with azo- and nitrosoalkenes giving dipyrromethanes with side chains containing open chain oximes and hydrazones. By controlling reaction stoichiometry it is possible to get mono or 1,9-disubstituted derivatives. The reported me...

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Bibliographic Details
Main Author: Pereira, Nelson A. M. (author)
Other Authors: Lemos, A. (author), Serra, Arménio C. (author), Melo, Teresa M. V. D. Pinho e (author)
Format: article
Language:eng
Published: 2014
Subjects:
Online Access:http://hdl.handle.net/10400.1/5687
Country:Portugal
Oai:oai:sapientia.ualg.pt:10400.1/5687
Description
Summary:5,50-Diethyl- and 5-phenyldipyrromethanes participate in cycloadditions with azo- and nitrosoalkenes giving dipyrromethanes with side chains containing open chain oximes and hydrazones. By controlling reaction stoichiometry it is possible to get mono or 1,9-disubstituted derivatives. The reported methodology gave access to a range of dipyrromethanes with good structural features for various applications. It was demonstrated that reduction of dipyrromethanes containing a-oximino ester groups opens the way to new a-amino esters.