2020
DOI: 10.1002/slct.202000898
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Single‐Step Synthesis of Dehydroalanine Derivatives via a Brønsted Acid‐Catalyzed Multicomponent Reaction

Abstract: A single‐step practical synthesis of dehydroalanine (Dha) derivatives from commercially available starting materials is reported. The approach comprises a Brønsted acid‐catalyzed three‐component condensation reaction of pyruvic acid, an alcohol/thiol, and an amide/carbamate. This protocol provided access to several Dha derivatives, including a novel chiral version modified with diverse functional groups, which might be useful for further transformations in the construction of more complex molecules.

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Cited by 1 publication
(2 citation statements)
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“…[1] It is a very powerful tool to produce highly and diverse structures in one step and mostly over a short reaction time, that save energy and cost. [2][3][4][5] The synthesis of 1,8-Dioxohexahydroacridine is the noteworthy sample of these MCRs. Acridine derivatives are one of the most important and attractive classes of bioactive compounds that have occupied a unique position in medicinal chemistry.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…[1] It is a very powerful tool to produce highly and diverse structures in one step and mostly over a short reaction time, that save energy and cost. [2][3][4][5] The synthesis of 1,8-Dioxohexahydroacridine is the noteworthy sample of these MCRs. Acridine derivatives are one of the most important and attractive classes of bioactive compounds that have occupied a unique position in medicinal chemistry.…”
Section: Introductionmentioning
confidence: 99%
“…In recent years, multicomponent reactions (MCRs), have gained remarkable interest to access complex structurally diverse bioactive heterocyclic compounds [1] . It is a very powerful tool to produce highly and diverse structures in one step and mostly over a short reaction time, that save energy and cost [2–5] …”
Section: Introductionmentioning
confidence: 99%