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Org Lett. 2015 Aug 7;17(15):3930-3. doi: 10.1021/acs.orglett.5b02014. Epub 2015 Jul 30.

New Heterocyclic Product Space for the Castagnoli-Cushman Three-Component Reaction.

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Institute of Chemistry, Saint Petersburg State University, 26 Universitetskii Prospect, Peterhof 198504, Russian Federation.


Significant expansion of heterocyclic product space accessible by the Castagnoli-Cushman reaction (CCR) has been achieved via the use of glutaric anhydride analogues containing endocyclic substitutions with oxygen, nitrogen, and sulfur. Incorporation of these heteroatoms in the anhydride's backbone results in enhanced reactivity and generally lower temperatures that are required for the reactions to go to completion. These findings are particularly significant in light of the CCR recently recognized as an efficient tool for lead-oriented synthesis.

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