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    Synthesis of Heterocyclic Compounds via Domino Knoevenagel Hetero Diels–Alder Reaction on Thiocarbonyls and Investigation of Tandem Dinucleophilic Addition on Pyridinium Salts

    , Ph.D. Dissertation Sharif University of Technology Kiamehr, Mostafa (Author) ; Matloubi Moghaddam, Firouz (Supervisor)
    Abstract
    In the first chapter, three efficient synthesis of novel polyheterocyclic indole and thiochromone-annulated thiopyranocoumarin derivatives are achieved via domino Knoevenagel hetero Diels–Alder reaction of O-acrylated and O-propargylated salicylaldehyde derivatives with indolin-2-thiones and 4-hydroxy dithiocoumarin. The domino Knoevenagel-hetero-Diels–Alder reactions are very efficient process that allows the formation of two or more rings at once, avoiding sequential chemical transformations. The products are formed in good-to-excellent yields with high regio- and stereoselectivity. The major advantage of this reaction is the ease of the work-up during which the products can be isolated...