A simple synthesis of dimethyl 2-[(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-yl]fumarates: potential intermediates in the synthesis of polysubstituted five- and six-membered heterocycles

Sinkovec Rok; Groselj Uros; Prek Benjamin; Pockaj Marta; Ricko Sebastijan; Svete Jurij; Stanovnik Branko

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A simple synthesis of dimethyl 2-[(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-yl]fumarates: potential intermediates in the synthesis of polysubstituted five- and six-membered heterocycles

机译：一种简单的2-[（（Z）-3-氨基-1-氧-1-（取代）但是-2-en-2-基]富马酸二甲酯的合成方法：多取代五元和六元合成的潜在中间体杂环

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In this communication, a simple synthesis of dimethyl 2-[(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-yl] fumarates is described. Methyl ketones were transformed by treatment with N, N-dimethylacetamide dimethyl acetal (DMADMA) into 3-dimethylamino-1-(substituted)but-2-en1- ones, followed by treatment with ammonium acetate into (Z)-3-amino-1-(substituted)but-2-en-1-ones and addition to dimethyl acetylenedicarboxylate. These novel polysubstituted butadienes are potential intermediates for the metal-free preparation of polysubstituted five-and six-membered heterocycles.

机译：在这种交流中，描述了富马酸酯2-[（（Z）-3-氨基-1-氧-1-（取代）丁-2-烯-2-基）二甲基]的简单合成。通过用N，N-二甲基乙酰胺二甲基乙缩醛（DMADMA）处理将甲基酮转化为3-二甲基氨基-1-（取代的）丁-2-烯-1-酮，然后用乙酸铵处理成（Z）-3-氨基- 1-（取代的）丁-2-烯-1-酮和乙炔二羧酸二甲酯。这些新颖的多取代丁二烯是无金属制备多取代的五元和六元杂环的潜在中间体。

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来源
《Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences》 |2016年第6期|共6页
作者
Sinkovec Rok; Groselj Uros; Prek Benjamin; Pockaj Marta; Ricko Sebastijan; Svete Jurij; Stanovnik Branko;
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正文语种 eng
中图分类化学;
关键词
enaminones; methyl ketones; polysubstituted butadienes; (Z)-3-amino-1-(substituted)but-2-en-1-ones; 2-(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-ylfumarates;

机译：烯酮;甲基酮;多取代丁二烯;（Z）-3-氨基-1-（取代）丁-2-烯-1-酮;2-[（（Z）-3-氨基-1-氧代-1-（取代））but-2-en-2-yl]富马酸酯;

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1. A simple synthesis of dimethyl 2-[(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-yl]fumarates: potential intermediates in the synthesis of polysubstituted five- and six-membered heterocycles [J] . Sinkovec Rok, Groselj Uros, Prek Benjamin, Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences . 2016,第6期

机译：一种简单的2-[（（Z）-3-氨基-1-氧-1-（取代）但是-2-en-2-基]富马酸二甲酯的合成方法：多取代五元和六元合成的潜在中间体杂环
2. Recent trends in synthesis of five- and six-membered heterocycles using dimethyl N-cyanodithioiminocarbonate [J] . Galal H. Elgemeie, Reham A. Mohamed Heterocyclic communications . 2014,第5期

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A simple synthesis of dimethyl 2-[(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-yl]fumarates: potential intermediates in the synthesis of polysubstituted five- and six-membered heterocycles

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