Sequential Michael Addition and Enamine-Promoted Inverse Electron Demanding Diels-Alder Reaction upon 3-Vinyl-1,2,4-triazine Platforms

被引:17
作者
Lorion, Magali [1 ]
Guillaumet, Gerald [1 ]
Briere, Jean-Francois [2 ,3 ,4 ,5 ]
Suzenet, Franck [1 ]
机构
[1] Univ Orleans, CNRS, ICOA, UMR 7311, F-45067 Orleans, France
[2] Normandie Univ, COBRA, UMR 6014, F-76821 Mont St Aignan, France
[3] FR 3038, F-76821 Mont St Aignan, France
[4] Univ Rouen, INSA Rouen, F-76821 Mont St Aignan, France
[5] CNRS, IRCOF, F-76821 Mont St Aignan, France
关键词
HETEROCYCLIC AZADIENES; EFFICIENT ROUTE; 1,2,4-TRIAZINES; PYRIDINE; 2,2'-BIPYRIDINE; CONVENIENT; LIGANDS; KETONES; ANALOGS;
D O I
10.1021/acs.orglett.5b01487
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An original one-pot Michael addition-ihDA/rDA sequence was achieved from 3-vinyl-1,2,4-triazine platforms used as unprecedented Michael acceptors. This sequence provides a novel access to functionalized [2,3]-fused pyridine derivatives via a unique enamine promoted intramolecular ihDA reaction of 1,2,4-triazine intermediates.
引用
收藏
页码:3154 / 3157
页数:4
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