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

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

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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）吡咯代的氢苯甲醚伴有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
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Vladimir E. Zhulanov; Maksim V. Dmitriev; Andrey N. Maslivets; Michael Rubin;
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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

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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

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