Methyl 3-Amino-1H-indole-2-carboxylates in the Synthesis of 5H-Pyrimido [5, 4-b] indole Derivatives

AS Shestakov, KS Shikhaliev, OE Sidorenko…

Index: Shestakov; Shikhaliev; Sidorenko; Kartsev; Simakov Russian Journal of Organic Chemistry, 2009 , vol. 45, # 5 p. 777 - 782

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Abstract

Abstract Reactions of methyl 3-amino-1 H-indole-2-carboxylates with aryl isocyanates, aryl isothiocyanates, and cyanamides led to the formation of 5 H-pyrimido [5, 4-b] indole derivatives. In the reaction with isocyanates formed 3-aryl-1 H-pyrimido [5, 4-b] indole-2, 4 (3 H, 5 H)-diones that were involved into the alkylation at two nitrogen atoms. The reaction with isothiocyanates afforded 3-aryl-2-thioxo-2, 3-dihydro-1 H-pyrimido [5, 4-b] indol-4 (5 H)- ...