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An iodine/DMSO-catalyzed sequential one-pot approach to 2,4,5-trisubstituted-1H-imidazoles from α-methylene ketones.


ABSTRACT: A sequential one-pot approach to 2,4,5-trisubstituted imidazoles has been developed from α-methylene ketones and aldehydes. This methodology employs air-moisture stable reaction conditions and an inexpensive iodine/DMSO system affording a diverse range of known and novel (substrate scope) 2,4,5-trisubstituted imidazoles in moderate to excellent yields. The iodine/DMSO system was extended to the domino convergent synthesis of two functionalized intermediates, benzil and benzaldehyde, to produce the final product.

SUBMITTER: Jayram J 

PROVIDER: S-EPMC9089320 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

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An iodine/DMSO-catalyzed sequential one-pot approach to 2,4,5-trisubstituted-1<i>H</i>-imidazoles from α-methylene ketones.

Jayram Janeeka J   Jeena Vineet V  

RSC advances 20181107 66


A sequential one-pot approach to 2,4,5-trisubstituted imidazoles has been developed from α-methylene ketones and aldehydes. This methodology employs air-moisture stable reaction conditions and an inexpensive iodine/DMSO system affording a diverse range of known and novel (substrate scope) 2,4,5-trisubstituted imidazoles in moderate to excellent yields. The iodine/DMSO system was extended to the domino convergent synthesis of two functionalized intermediates, benzil and benzaldehyde, to produce t  ...[more]

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