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

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• 作者：Nelson A.M. Pereira^a ; Amé ; rico Lemos^b ; Armé ; nio C. Serra^a ; Teresa M.V.D. Pinho e Melo^a ; ^{tmelo@ci.uc.pt}
• 关键词：Dipyrromethanes ; Azoalkenes ; Nitrosoalkenes ; Hetero-Diels&ndash ; Alder reaction
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：20 March, 2013
• 年：2013
• 卷：54
• 期：12
• 页码：1553-1557
• 全文大小：362 K

文摘

5,5¡ä-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 ¦Á-oximino ester groups opens the way to new ¦Á-amino esters.