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Electronic Effect of Substituents Present on Carbonyl Compounds: Analysis of Product Formation in One-Pot Synthesis of 1, 3, 4-thiadiazole Ring

Sheetal B. Marganakop, Ravindra R. Kamble, Gangadhar Y. Meti, Mahadev N. Kumbar

Chemical Science International Journal · pp. 1–7 · Published 1 Jun 2015

10.9734/ACSJ/2015/18204

Abstract

Functionalized N-(4-acetyl-5-substituted-4, 5-dihydro-[1, 3, 4]-thiadiazol-2-yl)-acetamides (2a-m) were synthesized by three-fold  condensation of carbonyl compound, thiosemicarbazide  and acetic anhydride in an one pot three component reaction. In this reaction substituents on carbonyl compounds have played a key role in yield of the product formation. Carbonyl compounds with either electron withdrawing or electron releasing substituents have formed better percentage of products than un-substituted and sterically hindered compounds.  

Electron donating electron withdrawing multicomponent reaction 1, 3, 4-thiadiazoles electronic effect one pot three components XRD Cyclization

Cited by 3

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The phosphinoboration of thiosemicarbazones

Samuel R. Baird, Christopher M. Vogels, Stephen J. Geier · Canadian Journal of Chemistry · 2023

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