New method for in situ generation of enolate-iminium 1,4-dipoles for [4+2] and [4+1] dipolar heterocycloaddition reactions

Zhulanov Vladimir E.; Dmitriev Maksim V.; Maslivets Andrey N.; Rubin Michael

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New method for in situ generation of enolate-iminium 1,4-dipoles for [4+2] and [4+1] dipolar heterocycloaddition reactions

机译：用于[4 + 2]和[4 + 1]偶极杂环反应的烯丙基氨基1,4-偶极子原位产生的新方法

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Generation of hydrazoylketenes by thermal decomposition of N-(diphenylenamino)pyrrolediones is accompanied by 5-exo-trig ring closure to furnish a zwitterionic dihydropyrazolone species. In contrast to Lisowskaya's earlier report, we established that in most cycloaddition reactions such dihydropyrazolones react as 1,4-dipoles. This reactivity pattern was demonstrated in several [4 + 4]-homodimerizations and in a series of [4 + 2] and [4 + 1] cycloaddition reactions with various dipolarophiles.

机译：通过热分解N-（二苯基氨基）吡咯化型氢化氢酮的产生伴有5- exo-trig环封闭，以提供两性离子二氢吡唑酮物种。与Lisowskaya的早期报告相比，我们建立了在大多数环加成反应中，这种二氢吡唑啉酮反应为1,4-偶联。在几[4 + 4] - 批发化中并在一系列[4 + 2]和[4 + 1]环加成反应中，在几[4 + 4] - 批发中，并用各种二极管进行了证明。

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《RSC Advances》 |2016年第93期|共9页
作者
Zhulanov Vladimir E.; Dmitriev Maksim V.; Maslivets Andrey N.; Rubin Michael;
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Perm State Univ Dept Chem Ul Bukireva 15 Perm 614990 Russia;

Perm State Univ Dept Chem Ul Bukireva 15 Perm 614990 Russia;

Perm State Univ Dept Chem Ul Bukireva 15 Perm 614990 Russia;

North Caucasus Fed Univ Dept Chem 1a Pushkin St Stavropol 355009 Russia;

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中图分类化学;
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1. New method for in situ generation of enolate-iminium 1,4-dipoles for [4+2] and [4+1] dipolar heterocycloaddition reactions [J] . Zhulanov Vladimir E., Dmitriev Maksim V., Maslivets Andrey N., RSC Advances . 2016,第93期

机译：用于[4 + 2]和[4 + 1]偶极杂环反应的烯丙基氨基1,4-偶极子原位产生的新方法
2. Dipyrazolodioxadiazocines as shelf-stable 'ready-to-use' precursors for an in situ generation of enolate-iminium 1,4-dipoles: a straightforward atom-economical approach to pyrazolo[5,1-d][1,3,5]dioxazines [J] . Vladimir E. Zhulanov, Valeria A. Vigovskaya, Maksim V. Dmitriev, Organic & biomolecular chemistry . 2020,第17期

机译：Dipyrazolodioxadiazociness作为原位生成烯醇盐-亚胺1,4-偶极的货架稳定的“即用型”前体：吡唑并[5,1-d] [1,3,5]的直接经济方法二恶嗪
3. Facile synthesis of dispirooxindole-fused heterocycles via domino 1,4-dipolar addition and diels-alder reaction of in situ generated huisgen 1,4-dipoles [J] . Sun J., Sun Y., Gong H., Organic letters . 2012,第20期

机译：通过多米诺骨牌1,4-偶极加成和原位产生的惠斯根1,4-偶极的狄尔斯-阿尔德反应轻松合成双螺并恶唑稠合的杂环
4. Novel Microbially Driven Fenton Reaction for In Situ Remediation of Groundwater Contaminated with 1,4-Dioxane, Tetrachloroethylene (PCE) and Trichloroethylene (TCE) [C] . Ramanan Sekar, Thomas J. DiChristina International Conference on Remediation of Chlorinated and Recalcitrant Compounds . 2014

机译：用于原位修复用1,4-二恶烷，四氯乙烯（PCE）和三氯乙烯（TCE）的地下水修复地下水修复的新型微生物驱动的芬顿反应
5. 1,4-Dipole forming photoreactions of alpha-trimethylsilyl and alpha-tributylstannyl substituted alpha-ketoamides, and, Mechanistic studies of photomacrocyclization reactions and their application in crown ether synthesis and fluorescence sensing of metal cations. [D] . Wang, Runtang. 2005

机译：α-三甲基甲硅烷基和α-三丁基锡烷基取代的α-酮酰胺的1，4-偶极形成光反应，以及光宏环化反应的机理研究及其在冠醚合成和金属阳离子荧光传感中的应用。
6. Intermediates in the cation reactions in solution probed by an in situ surface enhanced Raman scattering method [O] . Chih-Shan Tan, Hung-Ying Chen, Hsueh-Szu Chen, -1

机译：用原位表面增强拉曼散射法探测溶液中阳离子反应的中间体
7. Figure 3: Schematic representation of sequential 4+1 and 4+2 cycloaddition reactions leading to the synthesis of 3-carbonylcoumarins. [O] . -1

机译：图3：顺序4 + 1和4 + 2环加入反应的示意图，导致3-羰基Quarins的合成。
8. Carbene and Silicon Routes as Methods for the Generation and Dipolar Cycloaddition Reactions of Methyl Nitrile Ylide [R] . Padwa, A., Gasdaska, J. R., Tomas, M., 1986

机译：卡宾和硅路线作为甲基腈Ylide的产生和偶极环加成反应的方法

New method for in situ generation of enolate-iminium 1,4-dipoles for [4+2] and [4+1] dipolar heterocycloaddition reactions

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