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Paper | Regular issue | Vol 96, No. 2, 2018, pp.233-253
Published online, 15th January, 2018
DOI: 10.3987/COM-17-13844
One-Pot Three-Component Synthesis of Novel Pyrazole-2,3-pyrroledicarboxylic Acid 2,3-Diesters

Emi Shirouzu, Eiichi Masumoto, Fumi Okabe-Nakahara, Kenji Yamagata, and Hiroshi Maruoka*

*Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan


A facile synthesis of a series of pyrazol-3-one derivatives containing dihydropyrrole moiety using an efficient three-component reaction with 4-(dicyanomethylene)-3H-pyrazol-3-ones, acetylenic esters, and anilines is reported. The reaction is moderate to good yielding, tolerant towards a variety of amines, and provides access to novel pyrazole-2,3-pyrroledicarboxylic acid 2,3-diesters in a single step. All the synthesized compounds were characterized by spectroscopic analysis.