A Straightforward Approach to Substituted 2-(Hydroxymethyl)-2,3-dihydrofuro[2,3-b] pyridines and 3-Hydroxy-3,4-dihydro-2H-pyrano[ 2,3-b] pyridines

被引：6
|
作者：
Hajbi, Youssef [1 ,2 ]
Suzenet, Franck [1 ]
Khouili, Mostafa [2 ]
Lazar, Said [3 ]
Guillaumet, Gerald [1 ]
机构：
[1] Univ Orleans, CNRS, Inst Chim Organ & Analyt, UMR 6005, F-45067 Orleans, France
[2] Univ Sultan Moulay Slimane, Lab Chim Organ & Analyt, Beni Mellal 23000, Morocco
[3] Univ Hassan II Mohammedia Casablanca, Lab Biochim Environm & Agroalimentaire, URAC 36, Mohammadia 20800, Morocco
来源：
SYNTHESIS-STUTTGART | 2010年 / 08期
关键词：
alkynes; cycloadditions; Diels-Alder reactions; fused-ring systems; heterocycles; DIELS-ALDER REACTIONS; INVERSE INTRAMOLECULAR <4&2>CYCLOADDITIONS; POTENTIAL ANXIOLYTIC AGENTS; 5-HT1A RECEPTOR LIGANDS; 1,2,4-TRIAZINES; 2,3-CYCLOPENTENOPYRIDINES; 1,2,4,5-TETRAZINES; 1,3,5-TRIAZINES; 2-AMINOPYRROLES; DERIVATIVES;
D O I：
10.1055/s-0029-1218665
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient route to 2-(hydroxymethyl)-2,3-dihydrofuro[ 2,3-b]pyridines and 3-hydroxy-3,4-dihydro-2H-pyrano[2,3b]pyridines is reported. The strategy is based on an intramolecular inverse electron demand Diels-Alder reaction starting from 1,2,4-triazines. The hydroxy function comes from the glycidol ring opening with alkynyllithium or alkynylorganoalane.
引用
收藏
页码：1349 / 1355
页数：7
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