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

Attanasi Orazio A.; Favi Gianfranco; Mantellini Fabio; Mantenuto Serena; Moscatelli Giada; Nicolini Simona

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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

机译：从原位生成的1,2-二氮杂-1,3-二烯与甲氧基丙二烯的[4 + 2]-环加成反应中区域选择性形成5-亚甲基-6-甲氧基-1,4,5,6-四氢哒嗪

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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.

机译：据报道，原位产生的1，2-二氮杂1，3-二烯与甲氧基丙烯的区域选择性逆电子需求异DielsAlder反应。这些路易斯和布朗斯台德无酸反应得益于操作简便，并可以高产率获得合成有价值的5-亚甲基-6-甲氧基-1,4,5,6-四氢哒嗪。

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来源
《Synlett》 |2015年第2期|共4页
作者
Attanasi Orazio A.; Favi Gianfranco; Mantellini Fabio; Mantenuto Serena; Moscatelli Giada; Nicolini Simona;
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正文语种 eng
中图分类有机化学理论、物理有机化学;
关键词
IEDDA; 4+2 cycloaddition; methoxyallene; 1; 2-diaza1; 3-dienes; tetrahydropyridazines;

机译：IEDDA;[4 + 2]环加成;甲氧基丙烯;1;2-二氮杂1;3-二烯;四氢哒嗪;

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1. 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 [J] . Attanasi Orazio A., Favi Gianfranco, Mantellini Fabio, Synlett . 2015,第2期

机译：从原位生成的1,2-二氮杂-1,3-二烯与甲氧基丙二烯的[4 + 2]-环加成反应中区域选择性形成5-亚甲基-6-甲氧基-1,4,5,6-四氢哒嗪
2. Synthesis of functionalized tetrahydropyridazines via catalyst-free self [4+2] cycloaddition of in situ generated 1,2-diaza-1,3-dienes [J] . Zhang Zhimin, Zhang Li, Chen Qingqing, RSC Advances . 2016,第66期

机译：通过原位生成的1,2-二氮杂1,3-二烯的无催化剂自[4 + 2]环加成反应合成功能化的四氢哒嗪
3. [4+2] Cycloaddition of in Situ Generated 1,2-Diaza-1,3-dienes with Simple Olefins: Facile Approaches to Tetrahydropyridazines [J] . Zhong Xingren, Lv Jian, Luo Sanzhong Organic letters . 2015,第6期

机译：[4 + 2]原位生成的1,2-二氮杂-1,3-二烯与简单烯烃的环加成反应：四氢哒嗪的简便方法
4. Novel 3+2 and 4+2 cycloaddition reactions on transition metal templates. Regio- and stereo-controlled routes to heterocycles.(Abstracts) [C] . Steven D. R. Christie European Symposium on Organic Chemistry . 2007

机译：新型3 + 2和4 + 2环加成反应在过渡金属模板上。对杂环的Regio和Stereo-Screadloct途径。（摘要）
5. Phosgene-Free Synthesis of Verdazyl Radicals and Enantioselective 1,3-Dipolar Cycloaddition Reactions of Azomethine Imines Generated in situ from Verdazyl Radicals. [D] . Youn, Beom. 2012

机译：Verdazyl自由基的无光合成方法和Verdazyl自由基就地生成的偶氮甲亚胺的对映选择性1,3-偶极环加成反应。
6. Ligand-Controlled Access to 4+2 and 4+3-Cycloadditions in Gold-Catalyzed Reactions of Allene-Dienes [O] . Pablo Mauleón, Rachel M. Zeldin, Ana Z. González, -1

机译：配体 - 控制的访问到4 + 2和4 + 3在-Cycloadditions金催化反应丙二烯二烯
7. Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes [O] . Qi Wu, Pan-Lin Shao, Yun He 2019

机译：通过过渡 - 金属（4 + 2）烷氧基铝合金的1,4,5,6-四氢吡啶啉和哒嗪合成1,2- diaza-1,3-二烯

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

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