Metal-free synthesis of chromeno[4,3-c]pyrazol-3(2H)-one derivatives |
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| Authors: | Ashish Dhamsaniya Shahrukh Khan Safi Pratiksha Chhatbar Prachi Trivedi Kaushik Pambhar Vaibhav Mehta Anamik Shah |
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| Institution: | 1. Center of Excellence, Department of Chemistry, Saurashtra University, Rajkot 360005, Gujarat, India;2. Department of Chemistry, Marwadi University, Rajkot-Morbi Highway Road, Guaridad, Rajkot 360003, Gujarat, India |
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| Abstract: | An unprecedented metal-free synthesis of 4-(methylthio)chromeno4,3-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)-chromeno4,3-c]pyrazol-3(2H)-one derivatives under metal free condition. |
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| Keywords: | Chromone derivatives Ketene dithioacetal Desulfitative amination Intramolecular [5+1] hetero-annulation |
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