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Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles through Cu(OTf)2-/I2-Catalyzed C-C Bond Cleavage of Chalcones and Benzylamines.

ABSTRACT: 1,2,4-Trisubstituted-(1H)-imidazoles have been synthesized by the Cu(OTf)2- and I2-catalyzed unusual C-C bond cleavage of chalcones and benzylamines. After the ?,?-unsaturated C-C bond cleavage, the ?-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-(1H)-imidazoles.

SUBMITTER: Salfeena CTF

PROVIDER: S-EPMC6644843 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Synthesis of 1,2,4-Trisubstituted-(1H)-imidazoles through Cu(OTf)2-/I2-Catalyzed C-C Bond Cleavage of Chalcones and Benzylamines.

Salfeena Chettiyan Thodi F CTF Jalaja Renjitha R Davis Rincy R Suresh Eringathodi E Somappa Sasidhar B SB

ACS omega 20180719 7

1,2,4-Trisubstituted-(1H)-imidazoles have been synthesized by the Cu(OTf)2- and I2-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-(1H)-imidazoles. ...[more]

PMID: 31458944

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