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Condensation of 2,4(3 H ,5 H )‐furandione with heteroaromatic aldehydes
Author(s) -
Schmidt Diane Grob,
Zimmer Hans
Publication year - 1983
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.5570200356
Subject(s) - chemistry , yield (engineering) , hydrochloric acid , condensation , aldehyde , medicinal chemistry , organic chemistry , catalysis , materials science , physics , metallurgy , thermodynamics
2,4(3 H ,5 H )‐Furaridione, 1 , condenses with heteroaromatic aldehydes in the presence of concentrated hydrochloric acid to yield 3‐(heteroarylmethylene)‐2,4(3 H ,5 H )‐furandiones, 4 . The condensation of 1 with acid sensitive aldehydes, including 2‐furanacroleine and N ‐methylpyrrole‐2‐carboxaldehyde proceeded well with 1 as the sole proton source. The E/Z ratio of type 4 compounds was determined by 1 H‐nmr spectroscopy.