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Metal-free synthesis of chromeno[4,3-c]pyrazol-3(2H)-one derivatives
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2018-12-24 , DOI: 10.1016/j.tetlet.2018.12.053
Ashish Dhamsaniya , Shahrukh Khan Safi , Pratiksha Chhatbar , Prachi Trivedi , Kaushik Pambhar , Vaibhav Mehta , Anamik Shah

An unprecedented metal-free synthesis of 4-(methylthio)chromeno[4,3-c]pyrazol-3(2H)-one is reported via sequential one-pot desulfitative [5+1] hetero-annulation. The present strategy consists of one-pot sequential, base catalysed dithioketene formation from active methylene of pyrazolone followed by methylation and [5+1] heteroannulative cyclization. The resulting substrate undergoes facile nucleophilic substitution with various amines to yield 4-(substituted-amine)-chromeno[4,3-c]pyrazol-3(2H)-one derivatives under metal free condition.



中文翻译:

chromeno [4,3 - c ] pyrazol-3(2 H)-one衍生物的无金属合成

通过连续的一锅式脱硫[5 + 1]杂化环空报道了空前的无金属合成4-(甲硫基)chromeno [4,3 - c ]吡唑-3(2H)-。本策略包括由吡唑啉酮的活性亚甲基一锅顺序地,碱催化的二硫代乙烯酮形成,然后进行甲基化和[5 + 1]杂环化环化。所得的底物用各种胺进行容易的亲核取代,以在无金属条件下产生4-(取代的胺)-铬[4,3 - c ]吡唑-3(2H)-一衍生物。

更新日期:2018-12-24
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