DBU-Catalyzed Alkyne-Imidate Cyclization toward 1-Alkoxypyrazino[1,2- a]indole Synthesis
Alexey A Festa1, Rajesh R Zalte1, Nikita E Golantsov1
1Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya Street 6 , Moscow 117198 , Russian Federation.
Abstract:
1-(Propargyl)indol-2-carbonitriles react with alcohols to afford 1-alkoxypyrazino[1,2- a]indoles under DBU-catalyzed microwave-assisted conditions. The reaction scope includes a wide range of indoles, primary and secondary alcohols, and a thiol. The initial mechanistic study shows that the domino process presumably proceeds through an alkyne-allene rearrangement, imidate formation, and nucleophilic cyclization reaction sequence.
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