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

Sinkovec Rok; Groselj Uros; Prek BenjaminPockaj MartaRicko SebastijanSvete JurijStanovnik Branko

首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >A simple synthesis of dimethyl 2-(Z)-3-amino-1-oxo-1-(substituted)but-2-en-2-ylfumarates: potential intermediates in the synthesis of polysubstituted five- and six-membered heterocycles

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

机译：2-（Z）-3-氨基-1-氧代-1-（取代）丁-2-烯-2-基富马酸二甲酯的简单合成：合成多取代五元和六元杂环的潜在中间体

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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：在本通讯中，描述了2-[（Z）-3-氨基-1-氧代-1-（取代）丁-2-烯-2-基]富马酸二甲酯的简单合成。用N，N-二甲基乙酰胺二甲缩醛（DMADMA）处理，将甲基酮转化为3-二甲氨基-1-（取代）丁-2-烯1-酮，然后用乙酸铵处理为（Z）-3-氨基-1-（取代）丁-2-烯-1-酮，并加入乙炔二甲酸二甲酯。这些新型多取代丁二烯是无金属制备多取代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|677-682|共6页
作者
Sinkovec Rok; Groselj Uros; Prek BenjaminPockaj MartaRicko SebastijanSvete JurijStanovnik Branko;
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作者单位

Univ Ljubljana, Fac Chem & Chem Technol, POB 537,Vecna Pot 113, Ljubljana 1000, Slovenia;

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正文语种英语
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：烯胺;甲基酮类;聚取代丁二烯;（Z）-3-氨基-1-（取代）丁-2-烯-1-酮;2-[（Z）-3-氨基-1-氧代-1-（取代）丁-2-烯-2-基]富马酸盐;

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机译：Synthesis of Five- and Six-Membered N-Phenylacetamido Substituted Heterocycles as Formyl Peptide Receptor Agonists
2. ChemInform Abstract: Studies in Sulfur Heterocycles. Part 11. An Expedient Synthesis of 5,6‐ Dihydrobenzo(b)thiophen‐7(4H)‐one: A Potential Intermediate in the Synthesis of Substituted Benzo(b)thiophenes and Polycondensed Sulfur Heterocycles. [J] . S. S. SAMANTA, S. MUKHERJEE, A. DE Chem Inform . 1996,第32期

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3. ChemInform Abstract: 2H‐Benzimidazoles (Isobenzimidazoles). Part 10. Synthesis of Polysubstituted o‐Phenylenediamines and Their Conversion into Heterocycles, Particularly 2‐Substituted Benzimidazoles with Known or Potential Anthelminthic Activity. [J] . J. C. HAZELTON, B. IDDON, H. SUSCHITZKYL. H. WOOLLEY Chem Inform . 1996,第3期

机译：ChemInform Abstract: 2H‐Benzimidazoles (Isobenzimidazoles). Part 10. Synthesis of Polysubstituted o‐Phenylenediamines and Their Conversion into Heterocycles, Particularly 2‐Substituted Benzimidazoles with Known or Potential Anthelminthic Activity.

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

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