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

被引：19
|
作者：
Pereira, Nelson A. M. [1 ]
Lemos, Americo [2 ]
Serra, Armenio C. [1 ]
Pinho e Melo, Teresa M. V. D. [1 ]
机构：
[1] Univ Coimbra, Dept Chem, P-3004535 Coimbra, Portugal
[2] Univ Algarve, FCT, CIQA, P-8005139 Faro, Portugal
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 12期
关键词：
Dipyrromethanes; Azoalkenes; Nitrosoalkenes; Hetero-Diels-Alder reaction; BODIPY DYES; CYCLOADDITION REACTIONS; BORON-DIPYRROMETHENE; DERIVATIVES; PORPHYRINS; CHEMISTRY; RECEPTORS;
D O I：
10.1016/j.tetlet.2013.01.032
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5,5'-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 alpha-oximino ester groups opens the way to new alpha-amino esters. (c) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1553 / 1557
页数：5
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