Three-component domino [3+2] heterocyclization leading to pyran-3-yl-substituted fused pyrroles

Wang, Shuang-Shuang; Zhu, Qi-Wei; Liu, Shuai; Yang, Yang; Wang, Zhi-Tong; Jiang, Bo; Tu, Shu‐Jiang

doi:10.1007/s11164-013-1396-5

Cited by 6 publications

(2 citation statements)

References 31 publications

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“…95 During another study of this topic, there was reported the three-component domino [3+2] heterocyclization of arylglyoxals 4, N-arylenaminones 63, and 4-hydroxy-6-methyl-2H-pyran-2-one 66, providing fused pyrroles 65 on microwave irradiation in the presence of acetic acid (Scheme 24). 96 The attractive aspect of this reaction is the fact that the construction of the pyrrole skeleton and the direct C3 pyranation were readily achieved in an intermolecular fashion in a single step. Scheme 24.…”

Section: Synthesis Of 1567-dihydro-4h-indol-4-ones and Other Indolesmentioning

confidence: 99%

“…Three-component synthesis of fused pyrroles. 96 Further, Jiang et al developed related novel domino reactions for the synthesis of polyfunctionalized fused pyrroles 67 and 68 that allows the incorporation of nucleophilic moieties into the pyrrole C-4 position. This method is based on the microwave-promoted reaction between various N-substituted enaminones 63 and arylamines 8 with arylglyoxals 4 in the presence of acetic acid (Scheme 25).…”

Section: Synthesis Of 1567-dihydro-4h-indol-4-ones and Other Indolesmentioning

confidence: 99%

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Recent advances in the synthesis of pyrroles via multicomponent reactions using arylglyoxals

Javahershenas¹,

Arlan²,

Prager³

et al. 2020

Arkivoc

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Pyrrole is widely known as an active pharmacophore. This core framework plays an important role in several natural and biological products. Due to its properties, developing such scaffolds has attracted much attention. The accessibility of these role-playing heterocyclic motifs via easy, high efficiency and developed methodologies is of interest and value in the creation of new heterocyclic compounds. This review highlights the broad range of applications of arylglyoxals in the synthesis of pyrrole derivatives via multicomponent reactions over the period 2010-2019.

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Section: Synthesis Of 1567-dihydro-4h-indol-4-ones and Other Indolesmentioning

confidence: 99%

Section: Synthesis Of 1567-dihydro-4h-indol-4-ones and Other Indolesmentioning

confidence: 99%

Recent advances in the synthesis of pyrroles via multicomponent reactions using arylglyoxals

Javahershenas¹,

Arlan²,

Prager³

et al. 2020

Arkivoc

View full text Add to dashboard Cite

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Aldo‐X Bifunctional Building Blocks for the Synthesis of Heterocycles

Ravichandiran

Lai

2016

The Chemical Record

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Compounds containing oxygen, nitrogen, or sulfur atoms inside the rings are attracting much attention and interest due to their biological importance. In recent years, several methods for the synthesis of such molecules have been reported by using aldo-X bifunctional building blocks (AXB3 s) as substrates; these are a wide class of organic molecules that contain at least two reactive sites, among them, one aldehyde, acetal, or semiacetal group was involved. Because of the multiple reactivities, AXB3 s are widely used in the one-pot synthesis of biologically important heterocycles. This review summarizes the synthesis of important heterocycles by using AXB3 s as pivotal components in establishing multicomponent reactions, tandem reactions, and so forth. In many cases, the established reaction systems with AXB3 s were characterized by some green properties, such as easy access to the substrate, mild and environmentally benign conditions, and wide scope of the substrate.

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Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives

Marchenko,

Kolos

2023

Chem Heterocycl Comp

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Three-component domino [3+2] heterocyclization leading to pyran-3-yl-substituted fused pyrroles

Cited by 6 publications

References 31 publications

Recent advances in the synthesis of pyrroles via multicomponent reactions using arylglyoxals

Recent advances in the synthesis of pyrroles via multicomponent reactions using arylglyoxals

Aldo‐X Bifunctional Building Blocks for the Synthesis of Heterocycles

Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives

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