Organic Chemistry: Current Research
Open Access

DBU-Catalyzed alkyne-imidate cyclization toward 1-Alkoxypyrazino [1,2-a]indole synthesis

10^th European Organic Chemistry Congress

March 21-22, 2019 | Rome, Italy

Rajesh Rohidas Zalte

Peoples’ Friendship University of Russia (RUDN University), Russian Federation

Posters & Accepted Abstracts: Organic Chem Curr Res

Abstract :

1-(Propargyl) indol-2-carbonitriles react with alcohols to afford 1-alkoxypyrazino[1,2-a]indoles under DBUcatalyzed 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.( J. Org. Chem., 2018, 83 (16), pp 9305–9311DOI: 10.1021/acs.joc.8b01279).