Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles through Cu(OTf)2-/I2-Catalyzed C–C Bond Cleavage of Chalcones and Benzylamines
Author(s) -
C. T. Fathimath Salfeena,
Renjitha Jalaja,
R. K. Davis,
Eringathodi Suresh,
Sasidhar B. Somappa
Publication year - 2018
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.8b01017
Subject(s) - chemistry , catalysis , bond cleavage , cleavage (geology) , yield (engineering) , aryl , medicinal chemistry , stereochemistry , organic chemistry , fracture (geology) , engineering , materials science , alkyl , geotechnical engineering , metallurgy
1,2,4-Trisubstituted-(1 H )-imidazoles have been synthesized by the Cu(OTf) 2 - and I 2 -catalyzed unusual C-C bond cleavage of chalcones and benzylamines. After the α,β-unsaturated C-C bond cleavage, the β-portion is eliminated from the reaction. Various aryl- and heteroaryl-substituted chalcones and benzylamines were well tolerated in this unusual transformation to yield the trisubstituted-(1 H )-imidazoles.
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