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A novel class of compounds: synthesis of 5,5 '-carbonyl-bis(5,6-dihydro-4H-furo- and thieno-[2,3-c]pyrrol-4-ones)
Date
2011-11-11
Author
KOZA, GANİ
Balcı, Metin
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We hereby report the first synthesis of novel class of compounds, 5,5'-carbonyl-bis(5,6-dihydro-4H-thieno- and furo-[2,3-c]pyrrol-4-one starting from methyl 2-(2-methoxy-2-oxoethyl) thiophene- and furan-3-carboxylate, respectively. The ester functionalities connected to methylene group were regiospecifically converted to the desired monoacyl azides. Curtius rearrangement of acyl azides followed by hydrolysis of the formed isocyanates gave the symmetrical urea derivatives. Cyclization of the ester groups provided the target compounds.
Subject Keywords
Acyl azide
,
Isocyanate
,
Curtius rearrangement
,
Urethanes
,
Furopyrrolone
,
Thienopyrrolone
URI
https://hdl.handle.net/11511/51302
Journal
TETRAHEDRON
DOI
https://doi.org/10.1016/j.tet.2011.09.050
Collections
Graduate School of Natural and Applied Sciences, Article