Regioselective Formation of 5-Methylene-6-methoxy-1,4,5,6-tetrahydropyridazines from the [4+2]-Cycloaddition Reaction of In Situ Generated 1,2-Diaza-1,3-dienes with Methoxyallene

被引：25
|
作者：
Attanasi, Orazio A. [1 ]
Favi, Gianfranco [1 ]
Mantellini, Fabio [1 ]
Mantenuto, Serena [1 ]
Moscatelli, Giada [1 ]
Nicolini, Simona [1 ]
机构：
[1] Univ Urbino Carlo Bo, Sect Organ Chem & Organ Nat Cpds, Dept Biomol Sci, I-61029 Urbino, PU, Italy
来源：
SYNLETT | 2015年 / 26卷 / 02期
关键词：
IEDDA; 4+2] cycloaddition; methoxyallene; 1,2-diaza1,3-dienes; tetrahydropyridazines; DIELS-ALDER REACTIONS; PROGESTERONE-RECEPTOR LIGANDS; CYCLOADDITION REACTIONS; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; AZOMETHINE IMINES; NITROSO ALKENES; ENOL ETHERS; LEWIS-ACID; DERIVATIVES;
D O I：
10.1055/s-0034-1379550
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A regioselective inverse-electron-demand hetero-DielsAlder reaction of in situ generated 1,2-diaza-1,3-dienes with methoxyallene is reported. These Lewis and Bronsted acid free reactions benefit from operational simplicity and allow access to synthetically valuable 5-methylene-6-methoxy-1,4,5,6-tetrahydropyridazines in high yields.
引用
收藏
页码：193 / 196
页数：4
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