![N-{15-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}-2-(2-propyn-1-yloxy)acetamide structure](https://static.chemtradehub.com/structs/210/2101206-92-0-2eb5.webp "N-{15-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}-2-(2-propyn-1-yloxy)acetamide structure")
N-{15-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}-2-(2-propyn-1-yloxy)acetamide
CAS Number:
2101206-92-0
Molecular Formula:
C20H30N2O10
Enantioselective synthesis of pyrroloquinolines via a three-component Povarov reaction with aminoindoles
Literature Information
Publication Date
2023-11-07
DOI
10.1039/D3QO01563G
Impact Factor
5.281
Authors
Zijie Zhou, Ling Ye, Lu Yang, Xinying Li, Zhigang Zhao, Xuefeng Li
View Original
Abstract
A three-component Povarov reaction has been established to enantioselectively construct pyrroloquinolines in the presence of a chiral phosphoric acid. This one-pot process affords the structurally important pyrroloquinolines exclusively as a single diastereomer in 53 to >99% yields with 55 to 99% ee. This catalytic protocol provides concise access to enantioenriched pyrroloquinolines, enabling the regiospecific construction of three types of annulated cycles in the carbocyclic ring of indole. This approach presents an alternative methodology for the straightforward functionalization of the carbocyclic ring of indoles.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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Molecular Formula:
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