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首页> 外文期刊>ACS combinatorial science >Uncatalyzed One-Pot Synthesis of Highly Substituted Pyridazines and Pyrazoline-Spirooxindoles via Domino SN/Condensation/ Aza-ene Addition Cyclization Reaction Sequence
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Uncatalyzed One-Pot Synthesis of Highly Substituted Pyridazines and Pyrazoline-Spirooxindoles via Domino SN/Condensation/ Aza-ene Addition Cyclization Reaction Sequence

机译:多米诺SN /缩合/氮杂加成环化反应序列的高取代度哒嗪和吡唑啉-螺并吲哚的无催化一锅合成

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摘要

A previously unknown class of highly substituted pyridazines and pyrazolirie-spirooxinoles are easily prepared by an uncatalyzed one-pot three-component approach incorporating a .domino SN/condensation/aza-ene addition cyclization reaction sequence. 1,1-Dihydrazino-2-nitroethylene (DHNE). which is generated in situ from the nucleophilic substitution (SN) reaction of hydrazine and 1,1-bis(methylthio)-2-nitroetliylene (BMTNE), allowed to be condensed with active li2-dicarbonyl compounds followed by an intramolecular aza-ene addition cyclization to obtain the titled products depending on the type of 1,2-dicarbonyl. All reactions are easily performed and proceed with high efficiency under very, simple and mild conditioris without any catalyst and give good yields avoiding time-consuming, costly syntheses, and tedious workup and purification of products.
机译:通过结合多米诺SN /缩合/氮杂-烯加成环化反应序列的未催化一锅三组分方法,可以轻松制备一类先前高度未知的哒嗪和吡唑并吡氧并恶唑。 1,1-二肼基-2-硝基乙烯(DHNE)。它是由肼和1,1-双(甲硫基)-2-硝基亚乙基(BMTNE)的亲核取代(SN)反应原位生成的,将其与活性Li2-二羰基化合物缩合,然后在分子内添加氮杂烯根据1,2-二羰基的类型进行环化以获得标题产物。所有反应都非常容易进行,并且在非常简单,温和的条件下无需任何催化剂即可高效进行,并且收率高,避免了费时,昂贵的合成以及繁琐的后处理和产物纯化。

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