Highly Efficient Synthesis of 1‐Nitroindolizine Derivatives via the DBU/Acetic Acid System

Luo, Naili; Li, Mingshuang; Wang, Ting; Li, Yanxiang; Wang, Cunde

doi:10.1002/slct.201902621

Cited by 7 publications

(1 citation statement)

References 48 publications

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“…Although the yield of product 4 a was slightly increased to 31 % with toluene as a solvent, 1,4‐dioxane, ethanol and acetonitrile did not give the expected product 4 a , it′s hard for us to be satisfied with the results. Recently, we successfully used DBU/AcOH system for the highly efficient procedures to synthesize substituted 1‐nitroindolizines from pyridinium ylides and substituted nitrostyrenes …”

Section: Figurementioning

confidence: 99%

Multicomponent Reaction of Pyridinium Salts, β‐Nitrostyrenes and Ammonium Acetate under the DBU/Acetic Acid System: Access to 2,4,6‐Triarylpyridine Derivatives

Ting

Wang

2020

ChemistrySelect

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A four‐component reaction of pyridinium salts, substituted β‐nitrostyrenes and ammonium acetate as a nitrogen source using acetic acid as solvent was investigated to develop an efficient divergent route for the synthesis of 2,4,6‐trisubstituted pyridines. This efficient method provides fast access to a variety of structurally diverse pyridine derivatives. The structure of a typical product was confirmed by X‐ray crystallography.

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Section: Figurementioning

confidence: 99%

Multicomponent Reaction of Pyridinium Salts, β‐Nitrostyrenes and Ammonium Acetate under the DBU/Acetic Acid System: Access to 2,4,6‐Triarylpyridine Derivatives

Ting

Wang

2020

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Four‐Component Construction of Coumarin‐Fused Pyrrolo[2,1‐a]isoquinoline: Expedient Synthesis of Lamellarins and Their Regioselective Demethylation

et al. 2021

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Construction of the coumarin-fused pyrrolo[2,1a]isolquinoline skeleton was realized through a four-component reaction between isoquinoline, ethyl bromoacetate, ohydroxybenzaldehyde and nitromethane. This methodology was further extended to the synthesis of lamellarin D trimethyl ether and a formal synthesis of lamellarin D. The controlled demethylation of lamellarin D trimethyl ether yielded dihydroxy and tetrahydroxy lamellarin analogues regioselectively.

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Direct synthesis of 3,5‐diaryl‐1,2,4‐oxadiazoles using 1‐(2‐oxo‐2‐arylethyl)pyridin‐1‐iums with benzamidines

Zhang

Wan

et al. 2021

Journal of Heterocyclic Chem

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An efficient domino protocol for the synthesis of 1,2,4-oxadiazole derivatives from readily available 1-(2-oxo-2-arylethyl)pyridin-1-iums and amidine hydrochlorides was developed. In this practical approach, N-acyl amidine precursors were formed firstly via a simple nucleophilic substitution, without the purification of N-acylamidine intermediates, and the following intramolecularly dehydrative cyclization gave 1,2,4-oxadiazole derivatives in the presence of I 2 / K 2 CO 3 /DMSO, which exhibited excellent functional group tolerance and proceeded under simple experimental conditions.

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Highly Efficient Synthesis of 1‐Nitroindolizine Derivatives via the DBU/Acetic Acid System

Cited by 7 publications

References 48 publications

Multicomponent Reaction of Pyridinium Salts, β‐Nitrostyrenes and Ammonium Acetate under the DBU/Acetic Acid System: Access to 2,4,6‐Triarylpyridine Derivatives

Multicomponent Reaction of Pyridinium Salts, β‐Nitrostyrenes and Ammonium Acetate under the DBU/Acetic Acid System: Access to 2,4,6‐Triarylpyridine Derivatives

Four‐Component Construction of Coumarin‐Fused Pyrrolo[2,1‐a]isoquinoline: Expedient Synthesis of Lamellarins and Their Regioselective Demethylation

Direct synthesis of 3,5‐diaryl‐1,2,4‐oxadiazoles using 1‐(2‐oxo‐2‐arylethyl)pyridin‐1‐iums with benzamidines

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