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An Eco‐friendly Synthesis of Some Novel 4‐methyl‐4‐hetaryl Chromene and Pyrano[2,3‐ c ]pyrazole Derivatives
Author(s) -
Abdelrazek Fathy M.,
Metz Peter,
Jäger Anne,
Metwally Nadia H.
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2819
Subject(s) - malononitrile , pyrazolones , chemistry , pyrazole , furan , methylene , pyrazolone , catalysis , organic chemistry , pyran , environmentally friendly , medicinal chemistry , combinatorial chemistry , ecology , biology
Some novel chromene and pyrano[2,3‐ c ]pyrazole derivatives could be achieved successfully by reacting cyclic β‐diketones with 2‐acetylfuran/2‐acetylthiophene and malononitrile in a one‐pot synthesis. Active methylene pyrazolones reacted with 2‐(1‐furan‐2‐yl‐ethylidene)‐malononitrile and 2‐(1‐thiophen‐2‐yl‐ethylidene)‐malononitrile derivatives to afford the desired pyrano[2,3‐ c ]pyrazole derivatives. Structures of all new compounds were established based on analytical and spectral data as well as X‐ray crystallography. A plausible mechanism for the reaction is suggested. The solvents and catalyst used are environmentally benign, and no hazardous solvents or heavy metals were involved.