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Synthesis 2018; 50(18): 3715-3722
DOI: 10.1055/s-0037-1610438
DOI: 10.1055/s-0037-1610438
paper
Nucleophilic Phosphine-Promoted Domino Reaction of Dialkyl Acetylenedicarboxylates and 3-Arylamino-1-methyl-1H-pyrrole-2,5-diones
This work was financially supported by the National Natural Science Foundation of China (Grant No. 21572196) and the Priority Academic Program Development of Jiangsu Higher Education Institutions.Further Information
Publication History
Received: 23 January 2018
Accepted after revision: 29 May 2018
Publication Date:
12 July 2018 (online)
Abstract
The three-component reaction of triphenylphosphine, dimethyl acetylenedicarboxylate and 3-arylamino-1-methyl-1H-pyrrole-2,5-diones in CH2Cl2 at room temperature resulted in functionalized 3-(triphenyl-λ5-phosphanylidene)succinates in nearly quantitative yields. However, tri(n-butyl)phosphine promoted reaction of dialkyl acetylenedicarboxylates and 3-arylamino-1-methyl-1H-pyrrole-2,5-diones in CH2Cl2 afforded functionalized pyrrolo[3,4-b]pyridine-4-carboxylates in satisfactory yields.
Key words
phosphine - electron-deficient alkyne - pyrrolo[3,4-b]pyridine - β-enamino amides - multicomponent reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610438.
- Supporting Information
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